CN101622987B - Emamectin benzoate microcapsule suspending agent and preparation method thereof - Google Patents
Emamectin benzoate microcapsule suspending agent and preparation method thereof Download PDFInfo
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Abstract
The invention discloses an emamectin benzoate microcapsule suspending agent and a preparation method thereof, and relates to a pesticide and a preparation method thereof. A microencapsulated product prepared by the reaction of a mixture of toluylene diisocyanate and cyclohexyl isocyanate with amine can reduce the photodegradation rate of an effective component of emamectin benzoate in the process of storage and use, improves the stability of the effective component in the microcapsule suspending agent, further improves the utilization rate of the effective component, slows down the increasing speed of drug resistance of pests, improves the effect of controlling and preventing the pests, and has quick and long-lasting effect.
Description
Technical field
The present invention relates to a kind of agricultural chemical insecticide and preparation method thereof, relate in particular to a kind of emamectin benzoate microcapsule suspension formulation and preparation method thereof.
Background technology
Emamectin-benzoate (emamectin benzoate) is the modified outcome of farm antibiotics AVM B1; It has super-high-efficient, low toxicity (preparation is closely nontoxic), noresidue, advantage such as nuisanceless; Insecticidal activity has improved the 1-3 one magnitude than AVM; The double again action of contace poison of existing stomach poison function; Active high to the larva of lepidopterous insects and other many insects and mite class proved under low-down dosage (0.084-2g/ha) also have good effect, produces at present and goes up mainly and the composite formulations such as missible oil, microemulsion, aqueous emulsion, water dispersible granules of processing of other active ingredients.
In recent years, the microencapsulation of agricultural chemicals received the extensive concern in pesticidal preparations field because of stability, longevity of residure length, the contact toxicity that reduces, the peculiar smell that it increases active ingredient alleviates, reduces the hazardous solvent consumption and reduce the advantage to the aspects such as pollution of environment.Because emamectin-benzoate is prone to take place photodissociation, especially water can obviously quicken its photodissociation with some solvent, greatly reduces its drug effect, processes the microencapsulation formulation and can weaken its photodissociation characteristic, relatively has certain advantage with other formulations.
Summary of the invention
The purpose of this invention is to provide a kind of emamectin benzoate microcapsule suspending agent and preparation method thereof; The mixture of cresylene isocyanates and Cyclohexyl isocyanate and amine reacted obtain the microencapsulation product; Can reduce the light degradation rate of effective ingredient emamectin-benzoate in storage and use; Improve the stability of effective ingredient in microcapsule suspending agent, further improve utilization rate of active components, slow down resistance development.
The object of the invention can adopt following technical scheme to realize:
A kind of emamectin benzoate microcapsule suspending agent is characterized in that: it is raw material that the oil phase of said preparation adopts the material of following weight content:
Emamectin-benzoate 0.1-20%;
The mixture 1-12% of cresylene isocyanates and Cyclohexyl isocyanate, preferred 2-10%;
Aliphatic hydrocarbon 10-90%, preferred 30-70%;
Oil-soluble polymeric dispersant 1-15%, preferred 3-10%;
Amine 0.1-5%, preferred 0.5-2%;
The water of said preparation is made up of water basically; The weight content of water is 15-50%, can also comprise the mixture of polyvinyl alcohol and gum Arabic in addition, and the weight content of polyvinyl alcohol and gum Arabic is respectively 0.1-3%; Preferred 0.1-1%, 0.01-8%, preferred 0.05-5%;
Said preparation also can comprise the auxiliary agent of following weight content:
Emulsifier 1-8%, preferred 2-5%;
Dispersant 1-8%, preferred 2-5%;
Preservative 0.05-0.5%, preferred 0.1-0.3%;
Thickener 0.01-0.2%, preferred 0.05-0.15%.
The weight ratio of the mixture of said cresylene isocyanates and hexamethylene isocyanates is: the cresylene isocyanates: Cyclohexyl isocyanate is 1:0.3-2, preferred 1:0.5-1.5.
Can not contain emulsifier in the said auxiliary agent.
Described aliphatic hydrocarbon comprises one or both mixtures in paraffin oil, the mineral oil.
Described oil-soluble polymeric dispersant comprises for example Agrimer AL10LC (production of ISP company), phosphoric acid ester Hordaphos215 (production of Clariant company), polymerization hydroxy stearic acid class one or both mixtures among the Atlox LP (production of Uniqema company) for example for example of alkyl nvp copolymer class.
Described amine comprises ethylidene-1, one or both mixtures in 2-diamines, diethylenetriamines, the trien.
Described emulsifier comprises for example one or both mixtures among Atlox4912 (production of Uniqema company), Ethylan NS-500LQ (Akzo Nobel N.V.'s production), the Pluronic PE (BASF AG's production) of non-ionic block copolymer.
Described dispersant comprises for example Baykanol SL (Bayer AG's production), polycarboxylic acid salt Tersperse2700 (production of Huntsman company), naphthalenesulfonate Tamol NN (BASF AG's production), styryl phenol b-oxide class one or both mixtures among the Soprophor 4D 384 (Rhodia's production) for example for example for example of phenol formaldehyde (PF) condensation product class.
Described preservative comprises one or both mixtures among Preventol D2, the Preventol D7 (Bayer AG's production).
Described thickener comprises for example one or both mixtures among Kelcan S, the Manugel XG (production of ISP company) of xanthans class.
The preparation method of above-mentioned emamectin benzoate microcapsule suspending agent is characterized in that, this method comprises following processing step:
(1) preparation oil phase
At ambient temperature; Behind emamectin-benzoate, aliphatic hydrocarbon, oil-soluble polymeric dispersant mixed grinding, add cresylene isocyanates and hexamethylene isocyanates while stir, process oil phase; This moment, reaction temperature raise, and needed the temperature that raises is controlled at 20-50 ℃;
(2) preparation water
Polyvinyl alcohol and gum Arabic added process water in the entry, heating dissolve polyvinyl alcohol and gum Arabic sooner, and this process should be controlled at 30-100 ℃ with temperature, and dissolving afterwards frozen water is cooled off;
(3) preparation microcapsule suspending agent
Through mixing of dispersion machine, oil phase is dispersed in aqueous phase, speed of agitator is 20000 rev/mins, should temperature be controlled at 10-40 ℃ during dispersion; Treat that temperature reduces to below 15 ℃, add amine aqueous solution, stirs while heat then, stop to heat after reaching the requirement temperature, and be incubated continuation stirring 20 hours, this process heating and temperature control is at 40-80 ℃; To be cooled to room temperature condition, add auxiliary agents such as preservative, dispersant, emulsifier, thickener, temperature can raise behind the adding auxiliary agent, and should be controlled at 10-50 ℃ this moment with temperature, obtains emamectin benzoate microcapsule suspending agent.
In the said step (2), temperature preferably is controlled at 30-90 ℃ during the preparation water.
In the said step (3), dispersion temperature preferably is controlled at 10-30 ℃; Heating-up temperature preferably is controlled at 50-70 ℃; Temperature preferably is controlled at 10-40 ℃ when adding auxiliary agent.
The present invention can directly convert water dilution spraying and use.
Emamectin benzoate microcapsule suspending agent of the present invention compared with prior art; Produce following beneficial effect: the stability of effective ingredient emamectin-benzoate is improved in (1); Improve the availability of effective ingredient, slow down the pesticide resistance growth rate of insect; (2) obviously improved pest controling effect, had concurrently quick-actingly and long-acting, (3) alternative high-toxic pesticide, and reduce the field dosage significantly effectively reduces environmental pollution and residue of pesticide.
Embodiment
Below in conjunction with embodiment the present invention is further specified.
Embodiment 1
(1) preparation oil phase: at ambient temperature; After 1.8g emamectin-benzoate, 20gAtloxLP and the grinding of 100g mineral oil; Add 5g cresylene isocyanates and 3g Cyclohexyl isocyanate while stirring; This moment, reaction temperature raise, and the temperature that raises is controlled at 30 ℃;
(2) preparation water: be heated to 70 ℃, 1g polyvinyl alcohol and 6g gum Arabic are dissolved in the 130g deionized water, the frozen water cooling of dissolving back;
(3) preparation microcapsule suspending agent: oil phase and water mixing back are disperseed with the rotating speed of dispersion machine with 20000 rev/mins; Temperature is controlled at 30 ℃ during dispersion; Treat that temperature reduces to below 15 ℃, add the mixture of 2.8g diethylenetriamines and 2.8g water, be heated to 50 ℃ while stir; Insulation was stirred 20 hours at 50 ℃; To be cooled to room temperature condition, add 0.3g Preventol D2,0.3g Preventol D7,6g Tersperse 2700,6g Pluronic PE, 8g 2%Kelcan S solution, this moment, temperature raise; Temperature is controlled at 40 ℃, finally obtains emamectin-benzoate content and be 0.6%, average grain diameter is 11.8 microns microcapsule suspending agent.
Embodiment 2
(1) preparation oil phase: at ambient temperature; With 30g emamectin-benzoate, 200g AtloxLP and 1000g mineral oil; Grind the back and add 16g cresylene isocyanates and 12g Cyclohexyl isocyanate while stirring; This moment, reaction temperature raise, and the temperature that raises is controlled at 40 ℃;
(2) preparation water: be heated to 70 ℃, 12g polyvinyl alcohol and 3g gum Arabic are dissolved in the 350g deionized water, the frozen water cooling of dissolving back;
(3) preparation microcapsule suspending agent: oil phase and water mixed then disperse with the rotating speed of dispersion machine with 20000 rev/mins, temperature is controlled at 40 ℃ during dispersion, treats that temperature reduces to below 20 ℃; Add 20g50% diethylenetriamines solution; Be heated to 55 ℃ while stirring, maintain the temperature at 55 ℃ and stirred 20 hours, to be cooled to room temperature condition; Add 0.8g Preventol D2,0.8g Preventol D7,30g Baykanol SL, 44g2%Kelcan S solution; This moment, temperature raise, and temperature is controlled at 30 ℃, finally obtained emamectin-benzoate content and be 1%, average grain diameter is 11.4 microns microcapsule suspending agent.
Embodiment 3
(1) preparation oil phase: at ambient temperature; With 60g emamectin-benzoate, 200gAtloxLP and 1000g mineral oil; Grind the back and add 16g cresylene isocyanates and 12g Cyclohexyl isocyanate while stirring; This moment, reaction temperature raise, and the temperature that raises is controlled at 20 ℃;
(2) preparation water: be heated to 70 ℃, 12g polyvinyl alcohol and 3g gum Arabic are dissolved in the 350g deionized water, the frozen water cooling of dissolving back;
(3) preparation microcapsule suspending agent: oil phase and water mixing back are disperseed with the rotating speed of dispersion machine with 20000 rev/mins, and temperature is controlled at 20 ℃ during dispersion.Treat that temperature reduces to below 20 ℃, add 20g50% diethylenetriamines solution, be heated to 55 ℃ while stir; Maintaining the temperature at 55 ℃ stirred 20 hours; To be cooled to room temperature condition, add 0.8g Preventol D2,0.8g Preventol D7,30g Baykanol SL, 44g2%Kelcan S solution, this moment, temperature raise; Temperature is controlled at 50 ℃, finally obtains emamectin-benzoate content and be 3.4%, average grain diameter is 11.4 microns microcapsule suspending agent.
Embodiment 4
(1) preparation oil phase: at ambient temperature; With 200g emamectin-benzoate, 200gAtloxLP and 1000g mineral oil; Grind the back and add 47g cresylene isocyanates and 35g hexamethylene isocyanates while stirring; This moment, reaction temperature raise, and the temperature that raises is controlled at 50 ℃;
(2) preparation water: be heated to 70 ℃, 12g polyvinyl alcohol and 62g gum Arabic are dissolved in the 1300g deionized water, the frozen water cooling of dissolving back;
(3) preparation microcapsule suspending agent: oil phase and water are squeezed in the retort with pump respectively; Disperse with the rotating speed of dispersion machine with 20000 rev/mins, temperature is controlled at 10 ℃ during dispersion, treats that temperature reduces to below 15 ℃; The mixture that adds 27.5g diethylenetriamines and 27.5g water; Be heated to 50 ℃ while stirring, and 50 ℃ of insulated and stirred 20 hours, to be cooled to room temperature condition; Add 2.5g Preventol D2,2.5g PreventolD7,56g Soprophor4D384,56g Ethylan NS-500LQ, 75g 2%Kelcan S solution; This moment, temperature raise, and temperature is controlled at 30 ℃, finally obtained emamectin-benzoate content and be 6.4%, average grain diameter is 11.8 microns microcapsule suspending agent.
Purposes embodiment
The test of embodiment A photolysis stability
At the following irradiation different time of indoor ultraviolet light (40W), the missible oil of emamectin benzoate microcapsule suspending agent of the present invention and same amount, the degradation rate of microemulsion are as shown in table 1.
The light degradation rate of table 1 emamectin benzoate microcapsule suspending agent and missible oil, microemulsion
| Handle | 6h light degradation rate | 24h light degradation rate | 48h light degradation rate |
| Embodiment 2 | 1.02 | 2.13 | 4.05 |
| 1% first dimension salt missible oil | 4.06 | 7.03 | 10.27 |
| 1% first dimension salt microemulsion | 4.55 | 6.87 | 12.79 |
Can find out that from table 1 emamectin benzoate microcapsule suspending agent is much lower than the light degradation rate of missible oil and microemulsion, the visible advantage of microcapsule suspending agent aspect photolysis stability.
Embodiment B is given birth to test and is tested
Emamectin benzoate microcapsule suspending agent control brassicaceous vegetable beet armyworm test of pesticide effectiveness result of the present invention is as shown in table 2:
Table 2 emamectin benzoate microcapsule suspending agent
The control brassicaceous vegetable beet armyworm test of pesticide effectiveness is table as a result
| Handle | Concentration of treatment | Worm radix before the medicine | The 3rd day preventive effect % behind the medicine | The 7th day preventive effect % behind the medicine | The 14th day preventive effect % behind the medicine |
| Embodiment 3 | 4000 times | 152 | 91.63 | 96.52 | 98.27 |
| 2% first dimension salt missible oil | 4000 times | 145 | 90.85 | 87.67 | 83.52 |
| 2% first dimension salt microemulsion | 4000 times | 148 | 91.78 | 89.56 | 87.98 |
| Blank | — | 140 | -2.54 | -7.62 | -18.75 |
Data are the mean value of 4 repetitions in the table 2.
Can find out from table 2; Emamectin benzoate microcapsule suspending agent missible oil, microemulsion of preventive effect and same concentrations of the 3rd day behind medicine is suitable; But the preventive effect of the 3rd day and the 7th day is apparently higher than other two kinds of formulations behind the medicine, and visible microcapsule suspending agent is in the advantage of holding the efficacious prescriptions face.
Claims (6)
1. emamectin benzoate microcapsule suspending agent is characterized in that: it is raw material that the oil phase of said preparation adopts the material of following weight content:
Emamectin-benzoate 0.1-20%;
The mixture 1-12% of cresylene isocyanates and hexamethylene isocyanates, the cresylene isocyanates: the weight ratio of hexamethylene isocyanates is 1: 0.3-2;
Aliphatic hydrocarbon 10-90%;
Oil-soluble polymeric dispersant 1-15%;
Amine 0.1-5%;
Described aliphatic hydrocarbon comprises one or both mixtures in paraffin oil, the mineral oil;
Described oil-soluble polymeric dispersant comprises one or both mixtures in alkyl nvp copolymer class, phosphoric acid ester, the polymerization hydroxy stearic acid class;
Described amine comprises ethylidene-1, one or both mixtures in 2-diamines, diethylenetriamines, the trien;
The water of said preparation is made up of water, and the weight content of water is 15-50%, comprises the mixture of polyvinyl alcohol and gum Arabic in addition, and the weight content of polyvinyl alcohol and gum Arabic is respectively 0.1-3%, 0.01-8%;
Said preparation comprises the auxiliary agent of following weight content:
Emulsifier 1-8%;
Dispersant 1-8%;
Preservative 0.05-0.5%;
Thickener 0.01-0.2%;
Said preparation is processed by the method that comprises following processing step:
(1) preparation oil phase
At ambient temperature; Behind emamectin-benzoate, aliphatic hydrocarbon, oil-soluble polymeric dispersant mixed grinding, add cresylene isocyanates and hexamethylene isocyanates while stir, process oil phase; This moment, reaction temperature raise, and needed the temperature that raises is controlled at 20-50 ℃;
(2) preparation water
Polyvinyl alcohol and gum Arabic added process water in the entry, heating dissolve polyvinyl alcohol and gum Arabic sooner, and this process should be controlled at 30-100 ℃ with temperature, and dissolving afterwards frozen water is cooled off;
(3) preparation microcapsule suspending agent
Through mixing of dispersion machine, oil phase is dispersed in aqueous phase, speed of agitator is 20000 rev/mins, should temperature be controlled at 10-40 ℃ during dispersion; Treat that temperature reduces to below 15 ℃, add amine aqueous solution, stirs while heat then, stop to heat after reaching the requirement temperature, and be incubated continuation stirring 20 hours, this process heating and temperature control is at 40-80 ℃; To be cooled to room temperature condition, add preservative, dispersant, emulsifier, thickener auxiliary agent, temperature can raise behind the adding auxiliary agent, and should be controlled at 10-50 ℃ this moment with temperature, obtains emamectin benzoate microcapsule suspending agent.
2. a kind of emamectin benzoate microcapsule suspending agent according to claim 1 is characterized in that: it is raw material that the oil phase of said preparation adopts the material of following weight content:
Emamectin-benzoate 0.1-20%;
The mixture 2-10% of cresylene isocyanates and hexamethylene isocyanates, the cresylene isocyanates: the hexamethylene isocyanates is 1: 0.5-1.5;
Aliphatic hydrocarbon 30-70%;
Oil-soluble polymeric dispersant 3-10%;
Amine 0.5-2%;
The water of said preparation is made up of water, and the weight content of water is 15-50%, comprises the mixture of polyvinyl alcohol and gum Arabic in addition, and the weight content of polyvinyl alcohol and gum Arabic is respectively 0.1-1%, 0.05-5%; Said preparation comprises the auxiliary agent of following weight content:
Emulsifier 2-5%;
Dispersant 2-5%;
Preservative 0.1-0.3%;
Thickener 0.05-0.15%.
3. a kind of emamectin benzoate microcapsule suspending agent according to claim 1 is characterized in that: do not contain emulsifier in the said auxiliary agent.
4. the preparation method of an emamectin benzoate microcapsule suspending agent is characterized in that, it is raw material that the oil phase of said preparation adopts the material of following weight content:
Emamectin-benzoate 0.1-20%;
The mixture 1-12% of cresylene isocyanates and hexamethylene isocyanates, the cresylene isocyanates: the weight ratio of hexamethylene isocyanates is 1: 0.3-2;
Aliphatic hydrocarbon 10-90%;
Oil-soluble polymeric dispersant 1-15%;
Amine 0.1-5%;
Described aliphatic hydrocarbon comprises one or both mixtures in paraffin oil, the mineral oil;
Described oil-soluble polymeric dispersant comprises one or both mixtures in alkyl nvp copolymer class, phosphoric acid ester, the polymerization hydroxy stearic acid class;
Described amine comprises ethylidene-1, one or both mixtures in 2-diamines, diethylenetriamines, the trien;
The water of said preparation is made up of water, and the weight content of water is 15-50%, comprises the mixture of polyvinyl alcohol and gum Arabic in addition, and the weight content of polyvinyl alcohol and gum Arabic is respectively 0.1-3%, 0.01-8%;
Said preparation comprises the auxiliary agent of following weight content:
Emulsifier 1-8%;
Dispersant 1-8%;
Preservative 0.05-0.5%;
Thickener 0.01-0.2%;
Method of making preparation comprises following processing step:
(1) preparation oil phase
At ambient temperature; Behind emamectin-benzoate, aliphatic hydrocarbon, oil-soluble polymeric dispersant mixed grinding, add cresylene isocyanates and hexamethylene isocyanates while stir, process oil phase; This moment, reaction temperature raise, and needed the temperature that raises is controlled at 20-50 ℃;
(2) preparation water
Polyvinyl alcohol and gum Arabic added process water in the entry, heating dissolve polyvinyl alcohol and gum Arabic sooner, and this process should be controlled at 30-100 ℃ with temperature, and dissolving afterwards frozen water is cooled off;
(3) preparation microcapsule suspending agent
Through mixing of dispersion machine, oil phase is dispersed in aqueous phase, speed of agitator is 20000 rev/mins, should temperature be controlled at 10-40 ℃ during dispersion; Treat that temperature reduces to below 15 ℃, add amine aqueous solution, stirs while heat then, stop to heat after reaching the requirement temperature, and be incubated continuation stirring 20 hours, this process heating and temperature control is at 40-80 ℃; To be cooled to room temperature condition, add preservative, dispersant, emulsifier, thickener auxiliary agent, temperature can raise behind the adding auxiliary agent, and should be controlled at 10-50 ℃ this moment with temperature, obtains emamectin benzoate microcapsule suspending agent.
5. according to the preparation method of claim 1 or 4 described a kind of emamectin benzoate microcapsule suspending agents, it is characterized in that: in the said step (2), temperature is controlled at 30-90 ℃ during the preparation water.
6. according to the preparation method of claim 1 or 4 described a kind of emamectin benzoate microcapsule suspending agents, it is characterized in that: in the said step (3), dispersion temperature is controlled at 10-30 ℃; Heating and temperature control is at 50-70 ℃; Temperature is controlled at 10-40 ℃ when adding auxiliary agent.
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| CN101830760B (en) * | 2010-05-11 | 2012-08-01 | 上海师范大学 | Emamectin benzoate-algae slow-release type microcapsule pesticide and preparation method thereof |
| CN101817711B (en) * | 2010-05-11 | 2012-08-01 | 上海师范大学 | Emamectin benzoate-algae slow release type water dispersible granular insecticide and preparation method |
| BR112014003027A2 (en) * | 2011-08-10 | 2017-04-25 | Upl Ltd | improved herbicidal formulation |
| CN103563892A (en) * | 2013-10-14 | 2014-02-12 | 广东中迅农科股份有限公司 | Novel water-based preparation formulation of methylamino abamectin benzoate |
| CN104839177A (en) * | 2015-03-31 | 2015-08-19 | 陕西康禾立丰生物科技药业有限公司 | Microencapsulated pesticide formulation |
| CN105494327B (en) * | 2015-12-14 | 2019-06-07 | 广西田园生化股份有限公司 | A kind of microcapsule suspending agent composition and preparation method thereof with slow release effect |
| CN106922686A (en) * | 2015-12-29 | 2017-07-07 | 江苏扬农化工股份有限公司 | A kind of Pesticidal combination containing taufluvalinate and emamectin benzoate |
| CN106818727A (en) * | 2016-12-23 | 2017-06-13 | 孙华飞 | A kind of emamectin-benzoate mite killing suspending agent for suppressing chitin synthesis and preparation method thereof |
| CN106818725A (en) * | 2016-12-23 | 2017-06-13 | 孙华飞 | A kind of emamectin-benzoate mite killing suspending agent of flufenzine synergy and preparation method thereof |
| CN106818790A (en) * | 2016-12-23 | 2017-06-13 | 孙华飞 | Good emamectin-benzoate mite killing suspending agent of a kind of being compatible with the environment property and preparation method thereof |
| CN112155011B (en) * | 2020-09-17 | 2022-07-05 | 惠州市银农科技股份有限公司 | Emamectin benzoate microcapsule suspending agent and preparation method thereof |
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