CN101647430B - Kresoxim-methyl emulsion and preparation method thereof - Google Patents
Kresoxim-methyl emulsion and preparation method thereof Download PDFInfo
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Abstract
The invention provides kresoxim-methyl emulsion and a preparation method thereof. The kresoxim-methyl emulsion is suitable for pesticide formulations and comprises the following materials in percentage by weight: 5%-35% of kresoxim-methyl, 5%-25% of solvent, 2%-15% of emulsifier, 0%-5% of synergistic auxiliary agents, 0%-5% of antifreeze agents, 0.2%-5% of thickening agents, 0.1%-0.3% of defoaming agents, and the balance of water. The invention also provides the preparation method of the kresoxim-methyl emulsion, comprising the following steps: oil phase making, water phase making, ultraphonic emulsification, and the like. Compared with the prior art, the invention has the advantages of simple production technology, low production cost, high product quality stability, environment protection, safe use, and the like.
Description
Technical field
The present invention relates to a kind of pesticidal preparations, relate in particular to a kind of kresoxim-methyl emulsion and preparation method thereof.
Background technology
Kresoxim-methyl (kresoxim-methyl) is a kind of efficient, wide spectrum, new type bactericide, not only has the bactericidal activity of wide spectrum, simultaneously with excellent protection and therapeutic action.There is not cross resistance with other bactericide commonly used, and longer than the conventional sterilization agent lasting period.Have the selectivity of height, to crop, people and animals and beneficial organism safety, pollution-free substantially to environment.Diseases such as powdery mildew of strawberry, melon powdery mildew, powdery mildew of cucumber, pear scab had good preventive effect.The kresoxim-methyl formulation of producing at present and using is suspending agent and water dispersible granules.
Kresoxim-methyl aqueous emulsion development in recent years is rapid, but aqueous emulsion belongs to thermodynamic unstable system, has some shortcomings in actual applications, and is for example difficult stable, and layering easily takes place; Working condition and technological requirement are higher, need special equipments such as high shear and homogeneous, and large-scale production is subjected to certain limitation; Though make water replace most of aromatic hydrocarbons organic solvent as carrier, but still need the aromatic hydrocarbons organic solvent of some.The for example patent application of number of patent application 200810172668.9, a kind of kresoxim-methyl sterilizing aqueous emulsion and preparation method thereof is disclosed, but used N, the emulsifier of the solvent that safety such as dinethylformamide, dimethyl sulfoxide (DMSO) is not high and biological degradability difference, still there is certain potential safety hazard, remains to be improved.
Summary of the invention
The objective of the invention is in order to overcome the above-mentioned defective of prior art, a kind of environmentally friendly, stability and the good kresoxim-methyl emulsion of safety are provided.
Kresoxim-methyl emulsion of the present invention contains kresoxim-methyl 5～35%, solvent 5～25%, emulsifier 2～15%, builder 0～5%, antifreeze 0～5%, thickener 0.2～5%, defoamer 0.1～0.3% and water surplus by percentage to the quality.
In order to realize the present invention better,
Described solvent is one or more in D-citrene, australene, N-methyl pyrrolidone, N-octylpyrrolidone, dodecyl pyrrolidone preferably.
The preferred selfpolyoxyethylene polyoxypropylene block copolymers of described emulsifier, C12-14 alcohol APEO, polyoxyethylene stearyl acyl ether, polyoxypropylene stearoyl ether, sorbitol polyoxyethylene ether, the sorbierite polyethenoxy ether, castor oil polyoxyethylene ether, the ethylene glycol APEO, anhydrosorbitol acid anhydride oleate, anhydrous sorbitol acid anhydride trioleate, the alkane polyoxyethylene 20 sorbitan monooleate, aliphatic alcohol polyoxyvinethene phosphate, the C12-14 polyoxyethylene ether phosphate, polyxyethylated sulfuric ester, in the dialkyl group sulfonic acid succinate one or more.
Described builder is a kind of in salicylic acid, turpentine oil preferably.
Described antifreeze is preferably from ethylene glycol, propane diols, hexylene glycol, diethylene glycol (DEG), 1, one or more in 3-butanediol, polyethylene glycol [M.W.2000-4000], glycerine, urea, isobutanol, n-butanol, isopropyl alcohol, isooctanol, the sorbierite.
Described thickener is one or more in xanthans, polyvinyl alcohol, aluminium-magnesium silicate, polyvinylpyrrolidone, gum Arabic, acrylate preferably.
Described defoamer is one or both in methyl polysiloxane, modified methyl polysiloxanes preferably.
Another object of the present invention provides the preparation method of described kresoxim-methyl emulsion.
The preparation method of described kresoxim-methyl emulsion comprises following processing step:
(1) oil phase is made
Take by weighing in kresoxim-methyl, solvent, emulsifier, the adding reactor, mix, form oil phase;
(2) water is made
Take by weighing antifreeze, thickener, salicylic acid and water and mix, form water;
(3) ultrasonic emulsification
Under stirring condition, water is added oil phase, be that 10～50kHz, power are under the condition of 100～1000W in resonant frequency, ultrasonic emulsification 5～15 minutes forms kresoxim-methyl emulsion.
The preparation method of described kresoxim-methyl emulsion, also can be by following processing step:
(1) oil phase is made
Take by weighing in kresoxim-methyl, solvent, emulsifier, the turpentine oil adding reactor, mix, form oil phase;
(2) water is made
Take by weighing antifreeze, thickener and water and mix, form water;
(3) ultrasonic emulsification
Under stirring condition, water is added oil phase, be that 10～50kHz, power are under the condition of 100～1000W in resonant frequency, ultrasonic emulsification 5～15 minutes forms kresoxim-methyl emulsion.
Among the preparation method of described kresoxim-methyl emulsion, preferred 2000 rev/mins of the speed of the stirring of step (3).
Compared with prior art, the present invention has following beneficial effect:
(1) kresoxim-methyl emulsion that adopts the ultrasonic emulsification technology to prepare, production technology is simple, and production cost is low, is easy to large-scale production, the constant product quality height of production.
(2) do not use the not high organic solvent of safety such as any aromatic hydrocarbons and use the emulsifier of biological degradability, compare with conventional aqueous emulsion, the kresoxim-methyl emulsion that the present invention relates to is safer to environment and people, has also further improved the security performance of product in production, transportation, storage, use.
(3) control efficiency is good.Add salicylic acid or turpentine oil and can significantly improve control efficiency, therefore can reduce kresoxim-methyl control working concentration, reduce the control cost.
Embodiment
In order to make purpose of the present invention, technical scheme and advantage clearer, be further elaborated below in conjunction with the present invention of embodiment.Should be appreciated that specific embodiment described herein only in order to explaining the present invention, and be not used in restriction the present invention.
The former medicine content of used kresoxim-methyl is 95% in the embodiment of the invention, and the usage amount of kresoxim-methyl is and does not roll over hundred former survival dose in the following specific embodiment.
Embodiment 1
Take by weighing 315.79 kilograms of kresoxim-methyls, 120 kilograms of D-citrenes, 80 kilograms of N-methyl pyrrolidones, 35 kilograms of polyoxyethylene polyoxypropylene block copolymers, 35 kilograms of aliphatic alcohol polyoxyvinethene phosphates, mix and obtain oil phase; Take by weighing 30 kilograms of ethylene glycol, 2 kilograms of xanthans, 1 kilogram of methyl polysiloxane, 381.21 kilograms in water, mix and obtain water; Be under 2000 rev/mins the stirring condition, water to be added oil phase at rotating speed.Be that 25kHz, power are under the condition of 500W in resonant frequency, ultrasonic emulsification 8 minutes forms 1000 kilogram of 30% kresoxim-methyl emulsion.
The present embodiment kresoxim-methyl emulsion the results are shown in Table 1 carrying out carrying out the low-temperature stability check under heat storage, 0 ± 2 ℃ and-15 ± 2 ℃ of conditions under 54 ± 2 ℃ of conditions.As can be known from Table 1, the present embodiment kresoxim-methyl emulsion has good cold and hot stable storage performance, and storage at normal temperature can be stablized more than 3 years.
Table 1 present embodiment kresoxim-methyl emulsion stability test result
| Storage temperature | Stored 14 days | Stored 30 days | Stored 180 days |
| 54±2℃ | Kresoxim-methyl resolution ratio 0.6% heat storage stability is qualified | Kresoxim-methyl salt resolution ratio 1.1% heat storage stability is qualified | Kresoxim-methyl resolution ratio 2.1% heat storage stability is qualified |
| 0 ± 2 ℃ (remarks) | It is qualified to return to room temperature | It is qualified to return to room temperature | It is qualified to return to room temperature |
| -15 ± 2 ℃ (remarks) | It is qualified to return to room temperature | It is qualified to return to room temperature | It is qualified to return to room temperature |
Remarks: 0 ± 2 ℃ is after returning to room temperature with sample survey with-15 ± 2 ℃ of low-temperature stabilities checks, the mild agitation test specimen, and no visible particles and grease are as the criterion of acceptability of check.
Embodiment 2
Take by weighing 315.79 kilograms of kresoxim-methyls, 120 kilograms of D-citrenes, 80 kilograms of N-methyl pyrrolidones, 35 kilograms of polyoxyethylene polyoxypropylene block copolymers, 30 kilograms of aliphatic alcohol polyoxyvinethene phosphates, mix and obtain oil phase; Take by weighing 30 kilograms of ethylene glycol, 25 kilograms of salicylic acids, 2 kilograms of xanthans, 1 kilogram of methyl polysiloxane, 361.21 kilograms in water, mix and obtain water; Be under 2000 rev/mins the stirring condition, water to be added oil phase at rotating speed.Be that 25kHz, power are under the condition of 500W in resonant frequency, ultrasonic emulsification 8 minutes forms 1000 kilogram of 30% kresoxim-methyl emulsion.
This example kresoxim-methyl emulsion the results are shown in Table 2 carrying out carrying out the low-temperature stability check under heat storage, 0 ± 2 ℃ and-15 ± 2 ℃ of conditions under 54 ± 2 ℃ of conditions.As can be known from Table 2, this example kresoxim-methyl emulsion has good cold and hot stable storage performance, and storage at normal temperature can be stablized more than 3 years.
This example of table 2 kresoxim-methyl emulsion stability test result
| Storage temperature | Stored 14 days | Stored 30 days | Stored 180 days |
| 54±2℃ | Kresoxim-methyl resolution ratio 0.8% heat storage stability is qualified | Kresoxim-methyl salt resolution ratio 1.4% heat storage stability is qualified | Kresoxim-methyl resolution ratio 2.7% heat storage stability is qualified |
| 0 ± 2 ℃ (remarks) | It is qualified to return to room temperature | It is qualified to return to room temperature | It is qualified to return to room temperature |
| -15 ± 2 ℃ (remarks) | It is qualified to return to room temperature | It is qualified to return to room temperature | It is qualified to return to room temperature |
Remarks: 0 ± 2 ℃ is after returning to room temperature with sample survey with-15 ± 2 ℃ of low-temperature stabilities checks, the mild agitation test specimen, and no visible particles and grease are as the criterion of acceptability of check.
Embodiment 3
Take by weighing 315.79 kilograms of kresoxim-methyls, 50 kilograms of N-methyl pyrrolidones, 150 kilograms in turpentine oil, 35 kilograms of polyoxyethylene polyoxypropylene block copolymers, 35 kilograms of aliphatic alcohol polyoxyvinethene phosphates, mix and obtain oil phase; Take by weighing 30 kilograms of ethylene glycol, 2 kilograms of xanthans, 1 kilogram of methyl polysiloxane, 381.21 kilograms in water, mix and obtain water; Be under 2000 rev/mins the stirring condition, water to be added oil phase at rotating speed.Be that 25kHz, power are under the condition of 500W in resonant frequency, ultrasonic emulsification 8 minutes forms 1000 kilogram of 30% kresoxim-methyl emulsion.
This example kresoxim-methyl emulsion the results are shown in Table 3 carrying out carrying out the low-temperature stability check under heat storage, 0 ± 2 ℃ and-15 ± 2 ℃ of conditions under 54 ± 2 ℃ of conditions.As can be known from Table 3, this example kresoxim-methyl emulsion has good cold and hot stable storage performance, and storage at normal temperature can be stablized more than 3 years.
This example of table 3 kresoxim-methyl emulsion stability test result
| Storage temperature | Stored 14 days | Stored 30 days | Stored 180 days |
| 54±2℃ | Kresoxim-methyl resolution ratio 0.5% heat storage stability is qualified | Kresoxim-methyl salt resolution ratio 1.0% heat storage stability is qualified | Kresoxim-methyl resolution ratio 1.9% heat storage stability is qualified |
| 0 ± 2 ℃ (remarks) | It is qualified to return to room temperature | It is qualified to return to room temperature | It is qualified to return to room temperature |
| -15 ± 2 ℃ (remarks) | It is qualified to return to room temperature | It is qualified to return to room temperature | It is qualified to return to room temperature |
Remarks: 0 ± 2 ℃ is after returning to room temperature with sample survey with-15 ± 2 ℃ of low-temperature stabilities checks, the mild agitation test specimen, and no visible particles and grease are as the criterion of acceptability of check.
Embodiment 4
Take by weighing 52.63 kilograms of kresoxim-methyls, 40 kilograms of australenes, 30 kilograms of N-octylpyrrolidone, 20 kilograms of C12-14 alcohol APEOs, 15 kilograms of C12-14 polyoxyethylene ether phosphates, mix and obtain oil phase; Take by weighing 50 kilograms of propane diols, 20 kilograms of polyvinyl alcohol, 1 kilogram of modified methyl polysiloxanes, 771.37 kilograms in water, mix and obtain water; Be under 2000 rev/mins the stirring condition, water to be added oil phase at rotating speed.Be that 20kHz, power are under the condition of 200W in resonant frequency, ultrasonic emulsification 15 minutes forms 1000 kilogram of 5% kresoxim-methyl emulsion.
Embodiment 5
Take by weighing 15.79 kilograms of kresoxim-methyls, 80 kilograms of australenes, 40 kilograms of N-methyl pyrrolidones, 25 kilograms of castor oil polyoxyethylene ethers, 20 kilograms of polyxyethylated sulfuric esters, mix and obtain oil phase; Take by weighing 50 kilograms of isooctanol, 30 kilograms of salicylic acids, 20 kilograms of aluminium-magnesium silicates, 1 kilogram of modified methyl polysiloxanes, 718.21 kilograms in water, mix and obtain water; Be under 2000 rev/mins the stirring condition, water to be added oil phase at rotating speed.Be that 30kHz, power are under the condition of 800W in resonant frequency, ultrasonic emulsification 5 minutes forms 1000 kilogram of 15% kresoxim-methyl emulsion.
The kresoxim-methyl emulsion that the present invention relates to is compared to have with 30% commercially available kresoxim-methyl suspending agent better control efficiency.Below be the field efficacy comparative test result of the kresoxim-methyl emulsion that the present invention relates to and 30% kresoxim-methyl suspending agent control wheat powdery mildew, powdery mildew of cucumber, pear scab:
Control wheat powdery mildew field trial is chosen the consistent wheatland of wheat powdery mildew morbidity and is tested, and the medicament water directly dilutes spraying, statistics leaf spot lesion area after 7 days, 15 days, 25 days behind the medicine, and the investigation prevention effect, result of the test is referring to table 4.
Table 4, control wheat powdery mildew field test results
| Test medicine | Drug concentration | 7 days control efficiency (%) | 15 days control efficiency (%) | 25 days control efficiency (%) |
| Kresoxim-methyl emulsion (embodiment of the invention 1) | 60ppm | 86.1 | 82.5 | 76.2 |
| Kresoxim-methyl emulsion (embodiment of the invention 2) | 60ppm | 96.5 | 93.3 | 83.4 |
| Kresoxim-methyl emulsion (embodiment of the invention 3) | 60ppm | 94.5 | 91.7 | 80.5 |
| 30% kresoxim-methyl suspending agent (commercially available) | 60ppm | 80.8 | 74.1 | 68.4 |
| CK (contrast) | / | / | / |
As can be seen from Table 4,30% kresoxim-methyl emulsion of the embodiment of the invention is better than the control efficiency of 30% kresoxim-methyl suspending agent (commercially available) to the control efficiency of wheat powdery mildew.Contain salicylic acid (embodiment of the invention 2) or turpentine oil (embodiment of the invention 3) significantly better than 30% kresoxim-methyl emulsion control efficiency of the embodiment of the invention 1, show that salicylic acid or turpentine oil have significant synergies.
Prevent and treat the powdery mildew of cucumber field trial, choose the consistent cucumber of powdery mildew of cucumber morbidity and test, the medicament water directly dilutes spraying, statistics leaf spot lesion area after 7 days, 15 days, 25 days behind the medicine, and the investigation prevention effect, result of the test is referring to table 5.
Table 5, prevent and treat the powdery mildew of cucumber field test results
| Test medicine | Drug concentration | 7 days control efficiency (%) | 15 days control efficiency (%) | 25 days control efficiency (%) |
| Kresoxim-methyl emulsion (embodiment of the invention 1) | 80ppm | 82.5 | 79.6 | 75.4 |
| Kresoxim-methyl emulsion (embodiment of the invention 2) | 80ppm | 95.5 | 92.4 | 86.7 |
| Kresoxim-methyl emulsion (embodiment of the invention 3) | 80ppm | 92.5 | 90.3 | 82.5 |
| 30% kresoxim-methyl suspending agent (commercially available) | 80ppm | 74.5 | 72.8 | 66.7 |
| CK (contrast) | / | / | / |
As can be seen from Table 5,30% kresoxim-methyl emulsion of the embodiment of the invention is better than the control efficiency of 30% kresoxim-methyl suspending agent (commercially available) to the control efficiency of cucumber white powder.The 30% kresoxim-methyl emulsion control efficiency significantly better than the embodiment of the invention 1 that contains salicylic acid (embodiment of the invention 2) or turpentine oil (embodiment of the invention 3) shows that salicylic acid or turpentine oil have significant synergies.
Prevent and treat the pear scab field trial, choose the consistent pear tree of pear scab morbidity and test, the medicament water directly dilutes spraying, statistics leaf spot lesion area after 7 days, 15 days, 25 days behind the medicine, and the investigation prevention effect, result of the test is referring to table 6.
Table 6, prevent and treat the pear scab field test results
| Test medicine | Drug concentration | 7 days control efficiency (%) | 15 days control efficiency (%) | 25 days control efficiency (%) |
| Kresoxim-methyl emulsion (embodiment of the invention 1) | 100ppm | 88.4 | 85.6 | 78.5 |
| Kresoxim-methyl emulsion (embodiment of the invention 2) | 100ppm | 96.5 | 91.4 | 86.6 |
| Kresoxim-methyl emulsion (embodiment of the invention 3) | 100ppm | 94.7 | 90.4 | 85.7 |
| 30% kresoxim-methyl suspending agent (commercially available) | 100ppm | 84.6 | 81.1 | 73.8 |
| CK (contrast) | / | / | / |
As can be seen from Table 6,30% kresoxim-methyl emulsion of the embodiment of the invention is better than the control efficiency of 30% kresoxim-methyl suspending agent (commercially available) to the control efficiency of pear scab.The 30% kresoxim-methyl emulsion control efficiency significantly better than the embodiment of the invention 1 that contains salicylic acid (embodiment of the invention 2) or turpentine oil (embodiment of the invention 3) shows that salicylic acid or turpentine oil have significant synergies.
The kresoxim-methyl emulsion that the present invention relates to all is better than 30% commercially available kresoxim-methyl suspending agent (commercially available) to the field control effect of wheat powdery mildew, powdery mildew of cucumber, pear scab.Show that equally salicylic acid or turpentine oil have significant synergies to kresoxim-methyl.
The above only is preferred embodiment of the present invention, not in order to limiting the present invention, all any modifications of doing within the spirit and principles in the present invention, is equal to and replaces and improvement etc., all should be included within protection scope of the present invention.
Claims (6)
1. kresoxim-methyl emulsion, it is characterized in that, contain kresoxim-methyl 5～35% by percentage to the quality, solvent 5～25%, emulsifier 2～15%, builder 0～5%, antifreeze 0～5%, thickener 0.2～5%, defoamer 0.1～0.3% and water surplus, described builder is turpentine oil, described emulsifier is selected from polyoxyethylene polyoxypropylene block copolymer, aliphatic alcohol polyoxyvinethene phosphate, in the C12-14 polyoxyethylene ether phosphate one or more, described solvent is selected from the D-citrene, australene, the N-methyl pyrrolidone, the N-octylpyrrolidone, in the dodecyl pyrrolidone one or more.
2. kresoxim-methyl emulsion according to claim 1, it is characterized in that, described antifreeze is selected from ethylene glycol, propane diols, hexylene glycol, diethylene glycol (DEG), 1, one or more in 3-butanediol, polyethylene glycol, glycerine, urea, isobutanol, n-butanol, isopropyl alcohol, isooctanol, the sorbierite.
3. kresoxim-methyl emulsion according to claim 1 is characterized in that, described thickener is selected from one or more in xanthans, polyvinyl alcohol, aluminium-magnesium silicate, polyvinylpyrrolidone, gum Arabic, the acrylate.
4. kresoxim-methyl emulsion according to claim 1 is characterized in that, described defoamer is selected from one or both in methyl polysiloxane, the modified methyl polysiloxanes.
5. the preparation method of the described kresoxim-methyl emulsion of claim 1 is characterized in that, comprises following processing step:
(1) oil phase is made
Take by weighing in kresoxim-methyl, solvent, emulsifier, the turpentine oil adding reactor, mix, form oil phase;
(2) water is made
Take by weighing antifreeze, thickener, defoamer and water and mix, form water;
(3) ultrasonic emulsification
Under stirring condition, water is added oil phase, be that 10～50kHz, power are under the condition of 100～1000W in resonant frequency, ultrasonic emulsification 5～15 minutes forms kresoxim-methyl emulsion.
6. the preparation method of kresoxim-methyl emulsion according to claim 5 is characterized in that, the speed of the stirring of step (3) is 2000 rev/mins.
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| CN1044028A (en) * | 1989-01-13 | 1990-07-25 | 湖北农学院 | A kind of treatment cotton spoting verticillium wilt preparation and preparation method thereof |
| CN1107293A (en) * | 1994-02-23 | 1995-08-30 | 郑树勤 | Multifunctional emulsified insecticide |
| CN101444208A (en) * | 2008-11-06 | 2009-06-03 | 张少武 | Kresoxim-methyl sterilizing aqueous emulsion and preparation method thereof |
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2009
- 2009-09-04 CN CN 200910189987 patent/CN101647430B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1044028A (en) * | 1989-01-13 | 1990-07-25 | 湖北农学院 | A kind of treatment cotton spoting verticillium wilt preparation and preparation method thereof |
| CN1107293A (en) * | 1994-02-23 | 1995-08-30 | 郑树勤 | Multifunctional emulsified insecticide |
| CN101444208A (en) * | 2008-11-06 | 2009-06-03 | 张少武 | Kresoxim-methyl sterilizing aqueous emulsion and preparation method thereof |
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| Title |
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| Einhorn-Stoll U et al..Influence of the emulsion components and preparation method on the laboratory-scale preparation of O/W emulsions containing different types of dispersed phases and/or emulsifiers.《Nahrung/Food》.2002,第46卷(第4期),摘要. * |
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Effective date of registration: 20160629 Address after: 266603 Qingdao City, Shandong province Laixi City, Jiang Shan town before the village (Busan Industrial Park) Patentee after: Qingdao Star Cropscience Co., Ltd. Address before: 518102 Xixiang Reservoir Road, Shenzhen, Guangdong, No. 113, No. Patentee before: Nuopuxin Agricultural Chemical Co., Ltd., Shenzhen |