CN104126578A - Avermectin auxiliary agent and preparation method thereof - Google Patents
Avermectin auxiliary agent and preparation method thereof Download PDFInfo
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- CN104126578A CN104126578A CN201410346472.2A CN201410346472A CN104126578A CN 104126578 A CN104126578 A CN 104126578A CN 201410346472 A CN201410346472 A CN 201410346472A CN 104126578 A CN104126578 A CN 104126578A
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Abstract
The invention relates to an avermectin auxiliary agent, which is characterized by having a structural formula A or B, wherein M equals to 5-20, n equals to 10-30, and m/n equals to 1-2; M represents humic acid or hydrogen; R1 and R2 represent phenol or hydrogen; if R1 represents phenol, then R2 is hydrogen; and if R1 represents hydrogen, R2 represents phenol. The invention also relates to the preparation of the abamectin auxiliary agent. The avermectin auxiliary agent provided by the invention has the strong emulsifying property, so as to anchor on pesticide particles, also has super high target cuticle permeability and superstrong photolysis resistance, can enhance the efficacy of avermectin through synergistic effect; and compared with a compound antioxidant, the avermectin auxiliary agent has the advantages of rain washing resistance.
Description
Technical field
The present invention relates to insecticides adjuvant field, particularly Avermectin auxiliary agent and the preparation method of the high infiltration of a kind of anti-photodissociation.
Background technology
Avermectin (Avermectins) is that a class has desinsection, kills mite, ten hexa-atomic Macrocyclic lactone compounds of eelworm-killing activity, the feature such as have that insecticidal spectrum is wide, efficient, safety, low-residual, Environmental compatibility are good.Late 1980s, China starts to introduce Avermectin bacterial classification.At present, registered Avermectin product number is many, but it is still little at land for growing field crops popularizing area.The reason that the popularization of Avermectin land for growing field crops is restricted, except its relatively high price, is shown in that with Avermectin light decomposes and has very large contact rapidly.Avermectin photodegradative half life period in water is 12h, and under simulation solar radiation, the half life period of Avermectin is less than 10h.It forms after medicine film in environment, and sunshine can accelerate it and decompose, and causing the half life period is only 4h.As can be seen here, Avermectin is shown in that auroral poles is oxidizable, decomposes, and causes its photostability poor, and land for growing field crops is used the lasting period short, virtually increases peasant's medication number of times and pest control cost, thereby causes field Difficulty.At present both at home and abroad, the antioxidant that improves the employing of Avermectin photostability mainly contains BHT, BHA, PG, TBHQ and UV absorbers UV-9, NBC etc., but these monomers or compound are not enough to fundamentally solve the whole result of use of Avermectin.The research therefore by synthesizing a class of special construction with the Avermectin auxiliary agent of the high infiltration of anti-photodissociation is very important.
Summary of the invention
Technical problem to be solved by this invention is: a kind of Avermectin auxiliary agent with high resistance photodissociation and high osmosis is provided, the preparation method of this Avermectin auxiliary agent is further provided.
In order to solve the problems of the technologies described above, the technical solution used in the present invention is:
An Avermectin auxiliary agent, the structural formula of described Avermectin auxiliary agent is general formula A or Formula B, described general formula A is:
Described Formula B is:
Wherein, m=5-20, n=10-30, m/n=1-2; M is humus or hydrogen; R
1with R
2for phenol or hydrogen, R
1r during for phenol
2for hydrogen, R
1r during for hydrogen
2for phenol.
The beneficial effect of Avermectin auxiliary agent of the present invention is:
(1) structure of Avermectin auxiliary agent of the present invention is collateralization beta-unsaturated esters ether block polymer.In the structure of Avermectin auxiliary agent of the present invention, its main chain has extremely strong emulsifiability (helpful), makes described Avermectin auxiliary agent have good stability, can " anchoring " on pesticide granules;
(2) in the unsaturated acetylene bond in general formula A and Formula B, side chain is introduced-C
6h
5group, has extremely strong permeance property, can accelerate former medicine by the cuticula of target, improves agricultural chemicals absorption ratio, has the cuticular permeability of superelevation target;
(3) in general formula A and Formula B by molecule, introduce humus or-OH, can suppress the photodissociation oxidation of Avermectin, make it have superpower anti-photodissociation, can also increase by synergy the drug effect of Avermectin, the antioxidant of contrast Compositional type has advantages of more resistance of rainwater washing against simultaneously.
The present invention also discloses a kind of preparation method of Avermectin auxiliary agent, comprises the following steps:
(1) 6-heptyne alcohol is mixed with potassium hydroxide, stir, vacuumize processing after being warming up to 60-80 ℃, again be warming up to 80-120 ℃, add oxirane, the mol ratio of described oxirane and 6-heptyne alcohol is (10-15): 1, after insulation 30min, add expoxy propane, the mol ratio of described expoxy propane and 6-heptyne alcohol is (15-20): 1, and insulation 30min, cooling, then regulate pH value for 6-7, make 6-heptyne alcohol polyethers;
(2) humus and p-methyl benzenesulfonic acid are added in described 6-heptyne alcohol polyethers, the mol ratio of described humus and 6-heptyne alcohol polyethers is 1:(3-6), pass into nitrogen, adjusting temperature is 120-135 ℃, reaction 60-90min, makes 6-heptyne alcohol polyether ester compound;
Described 6-heptyne alcohol polyethers is mixed with benzoyl peroxide formic acid, stir, be warming up to 60-75 ℃, splash into hydrogen bromide, the mol ratio of described hydrogen bromide and 6-heptyne alcohol polyethers is (1-2): 1, at the uniform velocity drip 1-2 hour, be warming up to 60-80 ℃, insulation 1h, add carrene, the mol ratio of described carrene and 6-heptyne alcohol polyethers is 1-2:1, continue under insulation, splash into sodium phenate, the mol ratio of described sodium phenate and 6-heptyne alcohol polyethers is (1-2): 1, drip 1-2 hour, again be warming up to 60-80 ℃, insulation 1h, make 6-heptyne alcohol polyethers branched chain compound,
(3) the described 6-heptyne alcohol polyethers branched chain compound of the described 6-heptyne alcohol polyether ester compound of the described 6-heptyne alcohol polyethers of 10-30 part, 30-40 part and 30-50 part is mixed with weight ratio, be warming up to 60-80 ℃, stir after 1-3h, regulating pH value is 6-8, makes described Avermectin auxiliary agent.
The preparation method's of Avermectin auxiliary agent of the present invention beneficial effect is:
(1) preparation method of Avermectin auxiliary agent of the present invention, because 6-heptyne raw polyol easily obtains, has high boiling point, the moderate character of lipophilic group, choosing 6-heptyne alcohol is initiator, pass into oxirane and expoxy propane under certain condition, the polymerization reactant of preparing is main chain, this main chain has extremely strong emulsifiability, can " anchoring " on pesticide granules;
(2) the Avermectin auxiliary agent that the preparation method of Avermectin auxiliary agent of the present invention prepares, has extremely strong permeance property, can accelerate former medicine by the cuticula of target, improves agricultural chemicals absorption ratio, has the cuticular permeability of superelevation target;
(3) there is superpower anti-photodissociation, simultaneously can also be by synergy (the not same-action stack of different components, thereby increase the effect of this Avermectin) increase the drug effect of Avermectin, the antioxidant of contrast Compositional type has advantages of more resistance of rainwater washing against.
Embodiment
By describing technology contents of the present invention, structural feature in detail, being realized object and effect, below in conjunction with embodiment, be explained in detail.
The design of most critical of the present invention is: the 6-heptyne alcohol of take is prepared the main chain of the Avermectin auxiliary agent with extremely strong emulsifiability as initiator, and then makes the Avermectin auxiliary agent with high resistance photodissociation.
A kind of Avermectin auxiliary agent provided by the invention, the structural formula of described Avermectin auxiliary agent is general formula A or Formula B, described general formula A is:
Described Formula B is:
Wherein, m=5-20, n=10-30, m/n=1-2; M is humus or hydrogen; R
1with R
2for phenol or hydrogen, R
1r during for phenol
2for hydrogen, R
1r during for hydrogen
2for phenol.
From foregoing description, beneficial effect of the present invention is:
(1) preparation method of Avermectin auxiliary agent of the present invention, because 6-heptyne raw polyol easily obtains, has high boiling point, the moderate character of lipophilic group, choosing 6-heptyne alcohol is initiator, pass into oxirane and expoxy propane under certain condition, the polymerization reactant of preparing is main chain, this main chain has extremely strong emulsifiability, can " anchoring " on pesticide granules;
(2) the Avermectin auxiliary agent that the preparation method of Avermectin auxiliary agent of the present invention prepares, has extremely strong permeance property, can accelerate former medicine by the cuticula of target, improves agricultural chemicals absorption ratio, has the cuticular permeability of superelevation target;
(3) there is superpower anti-photodissociation, simultaneously can also be by synergy (the not same-action stack of different components, thereby increase the effect of this Avermectin) increase the drug effect of Avermectin, the antioxidant of contrast Compositional type has advantages of more resistance of rainwater washing against.
The present invention also discloses a kind of preparation method of Avermectin auxiliary agent, comprises the following steps:
(1) 6-heptyne alcohol is mixed with potassium hydroxide, stir, vacuumize processing after being warming up to 60-80 ℃, again be warming up to 80-120 ℃, add oxirane, the mol ratio of described oxirane and 6-heptyne alcohol is (10-15): 1, after insulation 30min, add expoxy propane, the mol ratio of described expoxy propane and 6-heptyne alcohol is (15-20): 1, and insulation 30min, cooling, then regulate pH value for 6-7, make 6-heptyne alcohol polyethers;
(2) humus and p-methyl benzenesulfonic acid are added in described 6-heptyne alcohol polyethers, the mol ratio of described humus and 6-heptyne alcohol polyethers is 1:(3-6), pass into nitrogen, adjusting temperature is 120-135 ℃, 60-90min makes 6-heptyne alcohol polyether ester compound;
Described 6-heptyne alcohol polyethers is mixed with benzoyl peroxide formic acid, stir, be warming up to 60-75 ℃, splash into hydrogen bromide, the mol ratio of described hydrogen bromide and 6-heptyne alcohol polyethers is (1-2): 1, at the uniform velocity drip 1-2 hour, be warming up to 60-80 ℃, insulation 1h, add carrene, the mol ratio of described carrene and alkynes tetrol polyethers is (1-2): 1, continue under insulation, splash into sodium phenate, the mol ratio of described sodium phenate and 6-heptyne alcohol polyethers is (1-2): 1, at the uniform velocity drip 1-2 hour, again be warming up to 60-80 ℃, insulation 1h, make 6-heptyne alcohol polyethers branched chain compound,
(3) the described 6-heptyne alcohol polyethers branched chain compound of the described 6-heptyne alcohol polyether ester compound of the described 6-heptyne alcohol polyethers of 10-30 part, 30-40 part and 30-50 part is mixed with weight ratio, be warming up to 60-80 ℃, stir after 1-3h, regulating pH value is 6-8, makes described Avermectin auxiliary agent.
The preparation method's of Avermectin auxiliary agent of the present invention beneficial effect is:
(1) preparation method of Avermectin auxiliary agent of the present invention be take alkynes tetrol as initiator, pass into oxirane and expoxy propane under certain condition, the polymerization reactant of preparing is main chain, and this main chain has extremely strong emulsifiability, can " anchoring " on pesticide granules;
(2) the Avermectin auxiliary agent that the preparation method of Avermectin auxiliary agent of the present invention prepares, has extremely strong permeance property, can accelerate former medicine by the cuticula of target, improves agricultural chemicals absorption ratio, has the cuticular permeability of superelevation target;
(3) have superpower anti-photodissociation, can also increase by synergy the drug effect of Avermectin, the antioxidant of contrast Compositional type has advantages of more resistance of rainwater washing against simultaneously.
Embodiment mono-
Step 1: 1mol initiator 6-heptyne alcohol is added to reactor, add simultaneously weight ratio be 3 ‰ potassium hydroxide as catalyzer, stir, be warming up to 60-80 ℃ and vacuumize, to remove moisture, then be warming up to 80-100 ℃, slowly add 15mol oxirane in batches, add rear insulation slaking 30min, then add 15mol expoxy propane in batches, react rear insulation slaking 30min, after cooling, regulated pH value 6-7, made 6-heptyne alcohol polyethers;
Step 2: by the 6-heptyne alcohol polyethers obtaining and fulvic acid in molar ratio 3:1 be dosed in reactor, in the situation that the p-methyl benzenesulfonic acid that weight ratio is 3 ‰ is as catalyzer, by solvent toluene circumfluence method, pass into nitrogen protection, esterification temperature is controlled at 120-135 ℃, preferred temperature is 125-130 ℃, obtains 6-heptyne alcohol polyethers and carboxylate; Described solvent toluene circumfluence method is: adopt a sleeve pipe, described sleeve pipe is equipped with condensed water outward, the toluene evaporating is housed, by the method for condensed water condensing reflux toluene in described sleeve pipe;
Step 3: meanwhile, in the reactor of agitator, thermometer and condenser is housed, the catalyzer benzoyl peroxide formic acid that the 6-heptyne alcohol polyethers 10mol that step 1 is obtained and weight ratio are 3 ‰ is thrown to reactor, while being heated with stirring to temperature 60-75 ℃, drip 10mol hydrogen bromide simultaneously, control time for adding at 1-2 hour, after dropwising, be warming up to 60-80 ℃ of insulation 1h, reaction is carried out completely.Add methylene chloride, whipping temp maintains 60-80 ℃, drips 10mol sodium phenate simultaneously.Control time for adding at 1-2 hour, be warming up to 60-80 ℃ of insulation 1h after dropwising, vacuum cooled refluxes and removes methylene chloride, obtains the branched chain compound of 6-heptyne alcohol polyethers;
Step 4: 30 parts of (weight ratio) step 1 products, 30 parts of step 2 products, 40 parts of step 3 products are fed in stainless steel cauldron, be heated to 70-80 ℃, stir 2-3 hour, with sodium hydroxide, regulate pH value to 6-8, make described Avermectin auxiliary agent.
Embodiment bis-
Step 1: 1mol initiator 6-heptyne alcohol is added to reactor, add weight ratio is 3 ‰ catalyzer potassium hydroxide simultaneously, stir, be warming up to 60-80 ℃ and vacuumize, remove moisture, then be warming up to 80-100 ℃, slowly add 10mol oxirane in batches, add rear insulation slaking 30min, then add 20mol expoxy propane in batches, react rear insulation slaking 30min, after cooling, regulated pH value 6-7;
Step 2: by the 6-heptyne alcohol polyethers obtaining and humus in molar ratio 6:1 be dosed in reactor, under the catalyzer p-methyl benzenesulfonic acid that is 3 ‰ in weight ratio exists, by solvent toluene circumfluence method, under nitrogen protection, carry out, esterification temperature is controlled at 120-135 ℃, preferably temperature is 125-130 ℃, obtains 6-heptyne alcohol polyether ester compound;
Step 3: meanwhile, in the reactor of agitator, thermometer and condenser is housed, the catalyzer benzoyl peroxide formic acid that the 6-heptyne alcohol polyether ester compound 10mol that step 2 is obtained and weight ratio are 3 ‰ is thrown to reactor, while being heated with stirring to temperature 60-75 ℃, drip 20mol hydrogen bromide simultaneously, control time for adding at 1-2 hour, after dropwising, be warming up to 60-80 ℃ of insulation 1h, reaction is carried out completely.Add methylene chloride, whipping temp maintains 60-80 ℃, drips 20mol sodium phenate simultaneously.Control time for adding at 1-2 hour, be warming up to 60-80 ℃ of insulation 1h after dropwising, vacuum cooled refluxes and removes methylene chloride, obtains the collateralization product of 6-heptyne alcohol polyethers;
Step 4: 10 parts of step 1 products, 40 parts of step 2 products, 50 parts of step 3 products are fed in stainless steel cauldron, are heated to 70-80 ℃, stir 2-3 hour, regulate pH value to 6-8 with sodium hydroxide, make described Avermectin auxiliary agent.
The performance specification of the Avermectin auxiliary agent that embodiment mono-and embodiment bis-prepare:
1,5.0% abamectin emulsifiable concentrate
Table 1.1 is the formula table of 5.0% abamectin emulsifiable concentrate, and table 1.2 is every physical and chemical performance index table in table 1.1 formula.
Table 1.1
| Avermectin | 5.0% (following % all refers to percentage by weight) |
| Cyclohexanone | 30％ |
| The Avermectin auxiliary agent of embodiment mono-preparation | 10％ |
| Calcium dodecyl benzene sulfonate | 5％ |
| C9 high boiling aromatic hydrocarbon solvent oil | Supply 100% |
Table 1.2
| AVERMECTIN B1 (mass percent) | 5.0 |
| PH value | 4.5-7 |
| Stability of emulsion (diluting 200 times) | With reference to GB/T1603-2001 standard, be qualified |
| Low-temperature stability | With reference to GB/T19137-2003 standard, be qualified |
| Heat storage stability (54 ℃ ± 2 ℃, 14d) | Resolution ratio≤2.0% |
| Sunshine (diluting 200 times of photographs 6 hours) | Resolution ratio≤5.0% |
2,2.5% abamectin emulsifiable concentrate
Table 2.1 is the formula table of 2.5% abamectin emulsifiable concentrate, and table 2.2 is every physical and chemical performance index table in table 2.1 formula.
Table 2.1
| Avermectin | 2.5% (percentage by weight) |
| Cyclohexanone | 10％ |
| The Avermectin auxiliary agent of embodiment mono-preparation | 7％ |
| Calcium dodecyl benzene sulfonate | 3％ |
| C9 high boiling aromatic hydrocarbon solvent oil | Supply 100% |
Table 2.2
| AVERMECTIN B1 (mass percent) | 2.5 |
| PH value | 4.5-7 |
| Stability of emulsion (diluting 200 times) | With reference to GB/T1603-2001 standard, be qualified |
| Low-temperature stability | With reference to GB/T19137-2003 standard, be qualified |
| Heat storage stability (54 ℃ ± 2 ℃, 14d) | Resolution ratio≤2.0% |
| Sunshine (diluting 200 times of photographs 6 hours) | Resolution ratio≤10.0% |
3,5% avermectin micro-emulsion
Table 3.1 is the formula table of 5% avermectin micro-emulsion, and table 3.2 is every physical and chemical performance index table in table 3.1 formula.
Table 3.1
| Avermectin | 5％ |
| Cyclohexanone | 30％ |
| The Avermectin auxiliary agent of embodiment bis-preparations | 4％ |
| Calcium dodecyl benzene sulfonate | 5％ |
| Triphen ethyl-phenol polyoxy ethyl ether | 10％ |
| Deionized water | Supply 100% |
Table 3.2
| AVERMECTIN B1 (mass percent) | 5.0 |
| PH value | 4.5-7 |
| Stability of emulsion (diluting 200 times) | With reference to GB/T1603-2001 standard, be qualified |
| Low-temperature stability | With reference to GB/T19137-2003 standard, be qualified |
| Heat storage stability (54 ℃ ± 2 ℃, 14d) | Resolution ratio≤2.0% |
| Sunshine (diluting 200 times of photographs 6 hours) | Resolution ratio≤12.0% |
Drug effect correction data:
1, the photodissociation data of Avermectin
Table 4 is different wave length and the affect table of diluent media on Avermectin photodissociation.
Table 4
Experiment shows: Avermectin photodissociation in diluent media aqueous systems is accelerated, and resolution ratio reaches 64-81%, and in dicyandiamide solution, resolution ratio is 31.68%, and the shorter resolution ratio of wavelength is higher; After use A Fanda, under the irradiation of aqueous medium and sunshine, resolution ratio is reduced to 15.66%.
2, indoor virulence
For trying insect: diamond-back moth 3 instar larvaes;
Experimental technique: leaf dipping method (soak after leaf blade with liquid irradiate under sunshine after 6 hours do virulence), total several 30 of each concentration, 3 repetitions.
Experimental unit: University Of Agriculture and Forestry In Fujian.
Table 5 is the different auxiliary agent indoor virulence of 2.5% abamectin emulsifiable concentrate table.
Table 5
Note: letter representation 1% utmost point significance level and 5% significance level of same row, lower same.
As can be seen from Table 5, Avermectin is used after A Fanda auxiliary agent, and the utmost point has significantly improved quick-acting (the LC50 value of 24h), is 3.37 times of blanks, is 1.86 times of conventional anti-photodissociation agent; Also greatly having extended the lasting effect (the LC50 value of 72h) of Avermectin, is 2.75 times of blank, is 2.08 times of conventional anti-photodissociation agent.
3, field efficacy
Experiment crop: brassicaceous vegetable, kind be No. five white; Controlling object: diamond-back moth (2～3 age) larva;
Experiment place: Minhou County big lake township, Fuzhou City
Experimental unit: Fujian Agricultural research institute
Test dose: 30ml/ mu
Table 6 is the different auxiliary agent field efficacy of 2.5% abamectin emulsifiable concentrate table.
Table 6
Table 6 shows: after Avermectin A Fanda is main auxiliary agent preparation dispenser, the field experiment preventive effect of 3 days is that the preventive effect of 72.13%, 7 day is 70.74%, does not use the preventive effect of A Fanda between 38-52%.Visible, after adding A Fanda, Avermectin promoted land for growing field crops drug effect, extended the service life of Avermectin.
In sum, Avermectin auxiliary agent provided by the invention has extremely strong emulsifiability, can " anchoring " on pesticide granules, there is the cuticular permeability of superelevation target, superpower anti-photodissociation, can also increase by synergy the drug effect of Avermectin, the antioxidant of contrast Compositional type has advantages of more resistance of rainwater washing against simultaneously.
The foregoing is only embodiments of the invention; not thereby limit the scope of the claims of the present invention; every equivalent structure or conversion of equivalent flow process that utilizes description of the present invention to do; or be directly or indirectly used in other relevant technical fields, be all in like manner included in scope of patent protection of the present invention.
Claims (6)
1. an Avermectin auxiliary agent, is characterized in that, the structural formula of described Avermectin auxiliary agent is general formula A or Formula B, and described general formula A is:
Described Formula B is:
Wherein, m=5-20, n=10-30, m/n=1-2; M is humus or hydrogen; R1 and R2 are phenol or hydrogen, and when R1 is phenol, R2 is hydrogen, and when R1 is hydrogen, R2 is phenol.
2. a preparation method for Avermectin auxiliary agent claimed in claim 1, is characterized in that, comprises the following steps:
(1) 6-heptyne alcohol is mixed with potassium hydroxide, stir, vacuumize processing after being warming up to 60-80 ℃, again be warming up to 80-120 ℃, add oxirane, the mol ratio of described oxirane and 6-heptyne alcohol is (10-15): 1, after insulation 30min, add expoxy propane, the mol ratio of described expoxy propane and alkynes tetrol is (15-20): 1, and insulation 30min, cooling, then regulate pH value for 6-7, make 6-heptyne alcohol polyethers;
(2) humus and p-methyl benzenesulfonic acid are added in described 6-heptyne alcohol polyethers, the mol ratio of described humus and 6-heptyne alcohol polyethers is 1:(3-6), pass into nitrogen, adjusting temperature is 120-135 ℃, reaction 60-90min, makes 6-heptyne alcohol polyether ester compound;
Described 6-heptyne alcohol polyethers is mixed with benzoyl peroxide formic acid, stir, be warming up to 60-75 ℃, splash into hydrogen bromide, the mol ratio of described hydrogen bromide and 6-heptyne alcohol polyethers is (1-2): 1, at the uniform velocity drip 1-2 hour, be warming up to 60-80 ℃, insulation 1h, add carrene, the mol ratio of described carrene and 6-heptyne alcohol polyethers is (1-2): 1, continue under insulation, splash into sodium phenate, the mol ratio of described sodium phenate and 6-heptyne alcohol polyethers is (1-2): 1, at the uniform velocity drip 1-2 hour, again be warming up to 60-80 ℃, insulation 1h, make 6-heptyne alcohol polyethers branched chain compound,
(3) the described 6-heptyne alcohol polyethers branched chain compound of the described 6-heptyne alcohol polyether ester compound of the described 6-heptyne alcohol polyethers of 10-30 part, 30-40 part and 30-50 part is mixed with weight ratio, be warming up to 60-80 ℃, stir after 1-3h, regulating pH value is 6-8, makes described Avermectin auxiliary agent.
3. the preparation method of Avermectin auxiliary agent according to claim 2, is characterized in that, comprises the following steps:
(1) 6-heptyne alcohol is mixed with potassium hydroxide, stir, vacuumize processing after being warming up to 60-80 ℃, again be warming up to 80-100 ℃, add oxirane, the mol ratio of described oxirane and 6-heptyne alcohol is 10:1, after insulation 30min, add expoxy propane, the mol ratio of described expoxy propane and alkynes tetrol is 15:1, and insulation 30min is cooling, then regulate pH value for 6-7, make 6-heptyne alcohol polyethers;
(2) humus and p-methyl benzenesulfonic acid are added in described 6-heptyne alcohol polyethers, the mol ratio of described humus and 6-heptyne alcohol polyethers is 1:3, passes into nitrogen, and adjusting temperature is 120-135 ℃, and reaction 60min, makes 6-heptyne alcohol polyether ester compound;
Described 6-heptyne alcohol polyethers is mixed with benzoyl peroxide formic acid, stir, be warming up to 60-75 ℃, splash into hydrogen bromide, the mol ratio of described hydrogen bromide and 6-heptyne alcohol polyethers is (1-2): 1, at the uniform velocity drip 1-2 hour, be warming up to 60-80 ℃, insulation 1h, add carrene, the mol ratio of described carrene and 6-heptyne alcohol polyethers is 2:1, continue under insulation, splash into sodium phenate, the mol ratio of described sodium phenate and 6-heptyne alcohol polyethers is 1:1, at the uniform velocity drip 1-2 hour, again be warming up to 60-80 ℃, insulation 1h, make 6-heptyne alcohol polyethers branched chain compound,
(3) the described 6-heptyne alcohol polyethers of 30 parts, the described 6-heptyne alcohol polyether ester compound of 30 parts and the described 6-heptyne alcohol polyethers branched chain compound of 40 parts are mixed with weight ratio, be warming up to 70-80 ℃, stir after 2-3h, regulating pH value is 6-8, makes described Avermectin auxiliary agent.
4. a preparation method for Avermectin auxiliary agent claimed in claim 2, is characterized in that, comprises the following steps:
(1) 6-heptyne alcohol is mixed with potassium hydroxide, stir, vacuumize processing after being warming up to 60-80 ℃, again be warming up to 80-100 ℃, add oxirane, the mol ratio of described oxirane and 6-heptyne alcohol is 15:1, after insulation 30min, add expoxy propane, the mol ratio of described expoxy propane and 6-heptyne alcohol is 20:1, and insulation 30min is cooling, then regulate pH value for 6-7, make 6-heptyne alcohol polyethers;
(2) humus and p-methyl benzenesulfonic acid are added in described 6-heptyne alcohol polyethers, the mol ratio of described humus and 6-heptyne alcohol polyethers is 1:6, passes into nitrogen, and adjusting temperature is 120-135 ℃, and reaction 90min, makes 6-heptyne alcohol polyether ester compound;
Described 6-heptyne alcohol polyethers is mixed with benzoyl peroxide formic acid, stir, be warming up to 60-75 ℃, splash into hydrogen bromide, the mol ratio of described hydrogen bromide and 6-heptyne alcohol polyethers is 2:1, at the uniform velocity drips 1-2 hour, is warming up to 60-80 ℃, insulation 1h, add carrene, the mol ratio of described carrene and 6-heptyne alcohol polyethers is 1:1, continues under insulation, splash into sodium phenate, the mol ratio of described sodium phenate and 6-heptyne alcohol polyethers is 2:1, at the uniform velocity drips 1-2 hour, is again warming up to 60-80 ℃, insulation 1h, makes 6-heptyne alcohol polyethers branched chain compound;
(3) the described 6-heptyne alcohol polyethers of 10 parts, the described 6-heptyne alcohol polyether ester compound of 40 parts and the described 6-heptyne alcohol polyethers branched chain compound of 50 parts are mixed with weight ratio, be warming up to 70-80 ℃, stir after 2-3h, regulating pH value is 6-8, makes described Avermectin auxiliary agent.
5. a preparation method for Avermectin auxiliary agent claimed in claim 2, is characterized in that, in step (2), described humus mixes and passes into after nitrogen with 6-heptyne alcohol polyethers, and adjusting temperature is 125-130 ℃.
6. the preparation method of an Avermectin auxiliary agent claimed in claim 2, it is characterized in that, in described potassium hydroxide and step (1), the weight ratio of 6-heptyne alcohol is 3 ‰, in described p-methyl benzenesulfonic acid and step (2), the weight ratio of humus is 3 ‰, and described in described benzoyl peroxide formic acid and step (2), the weight ratio of 6-heptyne alcohol polyethers is 3 ‰.
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| CN201410346472.2A CN104126578B (en) | 2014-07-21 | 2014-07-21 | A kind of AVM auxiliary agent and preparation method |
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| CN201410346472.2A CN104126578B (en) | 2014-07-21 | 2014-07-21 | A kind of AVM auxiliary agent and preparation method |
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| CN104126578A true CN104126578A (en) | 2014-11-05 |
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Cited By (3)
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| CN106259389A (en) * | 2016-08-08 | 2017-01-04 | 威尔（福建）生物有限公司 | A kind of auxiliary agent for pyraclostrobin water baseization and preparation method thereof |
| CN115104603A (en) * | 2022-07-15 | 2022-09-27 | 威尔（福建）生物有限公司 | Oil suspending agent additive and preparation method thereof |
| CN115581235A (en) * | 2022-09-27 | 2023-01-10 | 允发化工（上海）有限公司 | Weeding composition and application thereof |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106259389A (en) * | 2016-08-08 | 2017-01-04 | 威尔（福建）生物有限公司 | A kind of auxiliary agent for pyraclostrobin water baseization and preparation method thereof |
| CN106259389B (en) * | 2016-08-08 | 2019-01-22 | 威尔（福建）生物有限公司 | A kind of auxiliary agent and preparation method thereof for pyraclostrobin water baseization |
| CN115104603A (en) * | 2022-07-15 | 2022-09-27 | 威尔（福建）生物有限公司 | Oil suspending agent additive and preparation method thereof |
| CN115104603B (en) * | 2022-07-15 | 2024-03-26 | 威尔（福建）生物有限公司 | Oil suspending agent auxiliary agent and preparation method thereof |
| CN115581235A (en) * | 2022-09-27 | 2023-01-10 | 允发化工（上海）有限公司 | Weeding composition and application thereof |
| CN115581235B (en) * | 2022-09-27 | 2024-05-03 | 允发化工（上海）有限公司 | Weeding composition and application thereof |
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| CN104126578B (en) | 2016-05-11 |
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