CN100435638C - Insecticidal composition - Google Patents
Insecticidal composition Download PDFInfo
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- CN100435638C CN100435638C CNB2004800134265A CN200480013426A CN100435638C CN 100435638 C CN100435638 C CN 100435638C CN B2004800134265 A CNB2004800134265 A CN B2004800134265A CN 200480013426 A CN200480013426 A CN 200480013426A CN 100435638 C CN100435638 C CN 100435638C
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Abstract
The present invention relates to an insecticidal composition including (1) a chloronicotinyl compound as an insecticidally active ingredient, (2) an organic solvent which is a mixed solvent comprising dimethyl sulfoxide and either dimethylacetamide or -butyrolactone or is a ternary solvent comprising the mixed solvent and N-methylpyrrolidone added thereto, and (3) a castor oil surfactant or a propylene oxide / ethylene oxide block copolymer surfactant. The composition is less irritating to the eyes. It is less apt to exhibit crystal preciptation even at low temperatures and evenly dissolves in water. It has excellent biological activity.
Description
Technical field
The present invention relates to be dissolved in equably in the water, show the water-soluble liquor of excellent insecticidal activity, particularly contain the water-soluble liquor of Acetamiprid chloro nicotine compound such as (ア セ ミ プ リ De) as active ingredient.
Background technology
In pesticidal preparations, as being diluted in the water and the preparation that scatters can be enumerated emulsion, wetting powder, suspending agent etc., but consider from the easy to handle angle, with active ingredient be dissolved in can be arbitrarily with water-soluble polar solvent in water-soluble thinner method be known to everybody.As being the aqueous solvent of physiologically active ingredient with the chloro nicotine compound, for example open in the flat 8-92091 communique and record the spy, use ethanol, butanols, glycerine, hydro carbons, polyethylene glycol, the concentrated solution that the N-Methyl pyrrolidone equal solvent is used after Imidacloprid chloro nicotine insecticides such as (イ ミ ダ Network ロ プ リ De) can being made and being used to dilute, more specifically, recording following water-soluble dense (SL) adjusts, promptly, use as surfactant, uses dimethyl sulfoxide (DMSO) and isopropyl alcohol as polar solvent Imidacloprid to be modulated and the adjustment that obtains based on the naturally occurring emulsifying agent of alkylaryl polyglycol ether and diisooctyl sodium sulfosuccinate.
In addition, in the special table 2001-50665 communique, as the preparation of the compound that shows insecticidal activity, record the aqueous solvent of 70%W/W solution, N-Methyl pyrrolidone and the aromatic hydrocarbon (ソ Le ベ Star ソ) that have used nonyl phenol oxirane concentrate and N-Methyl pyrrolidone or triphenyl vinyl phenol oxirane concentrate, calcium dodecyl benzene sulfonate.
But stable insufficient under the above-mentioned composition low temperature has problem, and also can't satisfy on the activity in the processing under the concentrated solution state.
Summary of the invention
Problem of the present invention is, the aqueous solvent of chloro nicotinoyl insecticides is provided, and it has the excellent effect few to carrying capacity of environment.
The present inventor is in order to solve above-mentioned problem, further investigate, found that, mixed solvent body class by using dimethyl sulfoxide (DMSO) and dimethylacetylamide or gamma-butyrolacton is as organic solvent, and then, by with specific combinations-of surfactants, can solve above-mentioned problem, thereby finish the present invention.
That is to say, the present invention relates to:
[1] the insecticidal liquid composition is characterized in that, contains solvent and (3) surfactant that (1) chloro nicotine compound, (2) comprise dimethyl sulfoxide (DMSO) and dimethylacetylamide or gamma-butyrolacton;
[2] according to the insecticidal liquid composition described in [1], it is characterized in that described surfactant is the block polymer class surfactant of castor-oil plant oils surfactant or expoxy propane/oxirane;
[3] according to the insecticidal liquid composition described in [1] or [2], it is characterized in that described chloro nicotine compound is an Acetamiprid;
[4] according to each described insecticidal liquid composition in [1]～[3], it is characterized in that (1) chloro nicotine compound is that 1.5～40 weight %, (2) solvent are that 59.9～98.4 weight %, (3) surfactant are 0.1～10 weight %.
[5] according to each described insecticidal liquid composition in [1]～[4], it is characterized in that the ratio of dimethyl sulfoxide (DMSO) and dimethylacetylamide or gamma-butyrolacton is counted 10: 90～90: 10 by weight in the solvent;
[6] according to each described insecticidal liquid composition in [1]～[5], it is characterized in that the N-Methyl pyrrolidone that contains 2～40 weight % that account for whole solvents is as solvent.
As the used chloro nicotine compound of the present invention, be not only compound with chloro nicotinyl, just there is no particular limitation so long as show the compound of same physiologically active, the compound group shown in below particularly can example illustrating.
Wherein, especially preferably can Acetamiprid be shown example.
The used solvent of the present invention is dimethyl sulfoxide (DMSO) and at least a kind the mixed solvent that is selected from dimethylacetylamide and gamma-butyrolacton, just there is no particular limitation so long as dissolved chlorine is for the scope of nicotine compound for its mixing ratio, specifically, dimethyl sulfoxide (DMSO) is preferably 10: 90～90: 10 by weight with at least a kind the ratio that is selected from dimethylacetylamide and gamma-butyrolacton.In addition, can add other solvents such as ethanol, butanols, benzylalcohol, glycerine, hydro carbons, propane diols, polyethylene glycol, N-Methyl pyrrolidone aptly as required, but, in order to improve the low-temperature stability of chloro nicotine compound, preferably use N-Methyl pyrrolidone.There is no particular limitation for the amount of N-Methyl pyrrolidone, considers the convenience in the processing, preferably uses in the scope of 2～40 weight % that account for all solvents.
As the used surfactant of the present invention; example illustrates the emulsion of ionic species or nonionic class particularly; dispersant or wetting agent; perhaps such surfactant mixtures; in more detail; can polyacrylic salt be shown example; the salt of lignosulfonic acid; the salt of phenolsulfonic acid or naphthalene sulfonic acids; oxirane and fatty alcohol or fatty acid; the condensation polymer of fatty acid ester or fatty acyl amido; substituted phenol (particularly alkyl phenol or aryl phenol); sulfosuccinate; taurine derivatives (particularly taurine Arrcostab); the phosphate of the condensation polymer of alcohol or phenol and oxirane; the ester of fatty acid and polyalcohol; or sulfuric ester; the derivative of the functional group with sulphonic acid ester or phosphate of aforesaid compound etc.; particularly, can castor-oil plant oils surfactant be shown preference; the surfactant of the block polymer class of expoxy propane/oxirane.
The not special restriction of the mixing ratio of the chloro nicotine compound in the insecticidal liquid composition of the present invention, solvent, surfactant, particularly, the chloro nicotine compound is preferably that 1.5～40 weight %, solvent are preferably 59.9～98.4 weight %, surfactant is preferably 0.1～10 weight %.
Embodiment
Utilize embodiment to specify effect of the present invention below, but the present invention is not limited to these.
Embodiment 1
The 20g Acetamiprid is dissolved in the mixed solvent of 37.5g dimethylacetylamide and 37.5g dimethyl sulfoxide (DMSO), dissolves Emulsifier EL-60 (HLB 11.7) 5g again, obtain homogeneous solution as surfactant.
Embodiment 2
The 20g Acetamiprid is dissolved in the mixed solvent of 37.5g gamma-butyrolacton and 37.5g dimethyl sulfoxide (DMSO), dissolves polyoxyethylene hardened castor oil (HLB 10.8) 5g again, obtain homogeneous solution as surfactant.
Embodiment 3
The 20g Acetamiprid is dissolved in the mixed solvent of 37.5g gamma-butyrolacton and 41.5g dimethyl sulfoxide (DMSO), dissolves PO/EO block polymer (HLB 12～18:BASF company makes Pluronic PE 6400) 1g again, obtain homogeneous solution as surfactant.
Embodiment 4
The 20g Imidacloprid is dissolved in the mixed solvent of 37.5g dimethylacetylamide and 37.5g dimethyl sulfoxide (DMSO), dissolves Emulsifier EL-60 5g again, obtain homogeneous solution as surfactant.
Embodiment 5
The 20g Acetamiprid is dissolved in the mixed solvent of 27.5g dimethylacetylamide, 37.5g dimethyl sulfoxide (DMSO) and 10g N-Methyl pyrrolidone, dissolves Emulsifier EL-60 (HLB 11.7) 5g again, obtain homogeneous solution as surfactant.
Embodiment 6
The 20g Acetamiprid is dissolved in the mixed solvent of 27.5g gamma-butyrolacton, 37.5g dimethyl sulfoxide (DMSO) and 10g N-Methyl pyrrolidone, dissolves polyoxyethylene hardened castor oil (HLB 10.8) 5g again, obtain homogeneous solution as surfactant.
Comparative example 1
The 20g Acetamiprid is dissolved in the 75g N-Methyl pyrrolidone, dissolves polyoxyethylene nonylplenyl ether (HLB 12.9) 5g again, obtain homogeneous solution as surfactant.
Comparative example 2
The 7g Acetamiprid is dissolved in the 83g N-Methyl pyrrolidone, dissolves polyoxyethylene nonylplenyl ether (HLB 12.9) 10g again, obtain homogeneous solution as surfactant.
Comparative example 3
The 7g Imidacloprid is dissolved in the 83g N-Methyl pyrrolidone, dissolves polyoxyethylene nonylplenyl ether (HLB 12.9) again, obtain homogeneous solution as surfactant.
Test example 1 (using rabbit and the eye irritation test of the preparation stoste of carrying out)
＜method〉to there not being the right eye administered formulation stoste 0.1ml of unusual rabbit, after exposing 1 hour, after 24 hours, observe after 48 hours and after 72 hours, if excitant continues, observe every day, and maximum was observed 21 days.It the results are shown in the table 1.
Table 1
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 | Embodiment 6 | Comparative example 1 | Comparative example 2 | Comparative example 3 | |
| The excitant degree of eyes | A little less than | A little less than | A little less than | A little less than | In | In | By force | By force | By force |
In the example (comparative example 1～3) of the N-Methyl pyrrolidone that uses, strong to the excitant of eyes; In the example (embodiment 5,6) of the ratio of minimizing N-Methyl pyrrolidone, excitant alleviates; Have, do not use in the example (embodiment 1～4) of N-Methyl pyrrolidone, excitant significantly alleviates.
Test example 2 (the crystallization property the separated out test at low temperatures of Acetamiprid 20% solution)
＜method〉based on CIPAC MT 39.1.Cooled off 1 day down at-5 ℃ and-10 ℃, Visual Confirmation has or not crystallization.It the results are shown in the table 2.
Table 2
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 5 | Embodiment 6 | Comparative example 1 | |
| Crystallization under-5 ℃ is separated out | Do not have | Do not have | Do not have | Do not have | Do not have | Do not have |
| Crystallization under-10 ℃ is separated out | Have | Have | Have | Do not have | Do not have | Do not have |
(embodiment 2 for the mixed solvent of the mixed solvent of dimethyl sulfoxide (DMSO) and dimethylacetylamide (embodiment 1) or dimethyl sulfoxide (DMSO) and gamma-butyrolacton, 3) in,-10 ℃ of following crystallizations are separated out, if to wherein adding N-Methyl pyrrolidone (embodiment 5,6), can improve Acetamiprid solvability, suppress separating out of crystallization.
Test example 3 (biological assessment test :) for the potency test of cucumber thrips class
Contrast crop cucumber (2 leaf phases of つ ば さ)
Jar test under the test greenhouse, place
The abundant amount of distributing method active constituent content 100ppm water diluent is scattered
The larva number of surviving when investigation method is calculated the 2nd leaf.
The total of the larva number that calculates in the test that 2 times are carried out repeatedly is shown in Table 3.
Table 3 is for the potency test of cucumber thrips class
| Spreading liquid concentration | Scatter the prelarva number | Scatter and require number after 8 days | Scatter and require number after 11 days | Scatter and require number after 15 days | |
| Embodiment 1 | Acetamiprid 100ppm | 0 | 0 | 7 | 54 |
| Embodiment 2 | Acetamiprid 100ppm | 0 | 1 | 15 | 44 |
| Embodiment 3 | Acetamiprid 100ppm | 0 | 0 | 6 | 50 |
| Embodiment 4 | Imidacloprid 100ppm | 0 | 1 | 8 | 79 |
| Comparative example 2 | Acetamiprid 100ppm | 0 | 5 | 27 | 92 |
| Comparative example 3 | Imidacloprid 100ppm | 0 | 3 | 62 | 297 |
| Contrast | -- | 0 | 22 | 163 | 229 |
Comparative example 2,3 is compared with embodiment 1～4, and biologically active significantly improves among the embodiment.
Industrial utilizability
As mentioned above, insecticidal liquid composition of the present invention has excellent low-temperature stability, and insecticidal activity, security are improved. The chloro nicotine compound has the excellent activity as pesticide, so, can conveniently process by making aqueous solvent, and, can be applied to new application process, can say that the present invention is high in industrial value.
Claims (6)
1. liquid pesticide composition, it is characterized in that, contain (1) chloro nicotine compound, (2) are contained the solvent of dimethyl sulfoxide (DMSO) and dimethylacetylamide or are contained dimethyl sulfoxide (DMSO) and the solvent of gamma-butyrolacton and (3) surfactant, described surfactant is the block polymer class surfactant of castor-oil plant oils surfactant or expoxy propane/oxirane.
2. liquid pesticide composition according to claim 1 is characterized in that, described chloro nicotine compound is an Acetamiprid.
3. liquid pesticide composition according to claim 1 is characterized in that, (1) chloro nicotine compound is that 1.5～40 weight %, (2) solvent are that 59.9～98.4 weight %, (3) surfactant are 0.1～10 weight %.
4. liquid pesticide composition according to claim 2 is characterized in that, (1) chloro nicotine compound is that 1.5～40 weight %, (2) solvent are that 59.9～98.4 weight %, (3) surfactant are 0.1～10 weight %.
5. liquid pesticide composition according to claim 1 is characterized in that the ratio of dimethyl sulfoxide (DMSO) and dimethylacetylamide is in the solvent, weight ratio 10: 90～90: 10; Perhaps, the ratio of dimethyl sulfoxide (DMSO) and gamma-butyrolacton is in the solvent, weight ratio 10: 90～90: 10.
6. liquid pesticide composition according to claim 1 is characterized in that described solvent further contains N-Methyl pyrrolidone, and the amount of N-Methyl pyrrolidone accounts for 2～40 weight % of whole solvents.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2003140022 | 2003-05-19 | ||
| JP140022/2003 | 2003-05-19 | ||
| JP296189/2003 | 2003-08-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1791332A CN1791332A (en) | 2006-06-21 |
| CN100435638C true CN100435638C (en) | 2008-11-26 |
Family
ID=36788717
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004800134265A Active CN100435638C (en) | 2003-05-19 | 2004-05-18 | Insecticidal composition |
Country Status (3)
| Country | Link |
|---|---|
| CN (1) | CN100435638C (en) |
| TN (1) | TNSN05289A1 (en) |
| ZA (1) | ZA200509284B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5092429B2 (en) * | 2007-01-31 | 2012-12-05 | 住友化学株式会社 | Pesticide solution containing hydrophobic agrochemical active compound |
| JP5125126B2 (en) * | 2007-01-31 | 2013-01-23 | 住友化学株式会社 | Pesticide solution containing hydrophobic agrochemical active compound |
| EP3429348A4 (en) * | 2016-03-17 | 2019-11-06 | Dow Global Technologies, LLC | Emulsifiable concentrates |
| CN108552168A (en) * | 2018-06-02 | 2018-09-21 | 允发化工（上海）有限公司 | A kind of high stability imidacloprid liquor |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1292223A (en) * | 2000-10-15 | 2001-04-25 | 张业生 | Pesticide composition containing acetamide |
| CN1297681A (en) * | 1999-11-26 | 2001-06-06 | 王海玉 | Miticide composition of diesel oil and acetamiprid |
| WO2002098230A2 (en) * | 2001-04-11 | 2002-12-12 | Bayer Cropscience Ag | Use of fatty alcohol ethoxylates as penetration promoters |
-
2004
- 2004-05-18 ZA ZA200509284A patent/ZA200509284B/en unknown
- 2004-05-18 CN CNB2004800134265A patent/CN100435638C/en active Active
-
2005
- 2005-11-14 TN TNP2005000289A patent/TNSN05289A1/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1297681A (en) * | 1999-11-26 | 2001-06-06 | 王海玉 | Miticide composition of diesel oil and acetamiprid |
| CN1292223A (en) * | 2000-10-15 | 2001-04-25 | 张业生 | Pesticide composition containing acetamide |
| WO2002098230A2 (en) * | 2001-04-11 | 2002-12-12 | Bayer Cropscience Ag | Use of fatty alcohol ethoxylates as penetration promoters |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200509284B (en) | 2007-03-28 |
| TNSN05289A1 (en) | 2007-07-10 |
| CN1791332A (en) | 2006-06-21 |
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