CN109775912B - Waste liquid treatment process of methoxybenzofuranone - Google Patents
Waste liquid treatment process of methoxybenzofuranone Download PDFInfo
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- CN109775912B CN109775912B CN201910068895.5A CN201910068895A CN109775912B CN 109775912 B CN109775912 B CN 109775912B CN 201910068895 A CN201910068895 A CN 201910068895A CN 109775912 B CN109775912 B CN 109775912B
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Abstract
The invention discloses a waste liquid treatment process of methoxybenzofuranone, which comprises the following steps: collecting the residue of the concentration kettle, alkalifying, acidifying, filtering at low temperature, washing, drying, mechanically applying, acidifying the filtrate, evaporating, and recovering the solid; collecting waste liquid in the washing kettle, distilling, alkalifying, evaporating, drying, and recovering solid; the method collects the waste liquid generated in the synthesis process of the methoxybenzofuranone, recycles useful components in the waste liquid by adopting modes of saponification, acidification, filtration, distillation, evaporation and the like, reduces the production cost of the synthesis of the methoxybenzofuranone, improves the economic benefit, reduces the discharge of pollutants, avoids causing environmental pollution, and detects that the content of the benzofuranone is less than or equal to 0.05 percent, the content of the o-hydroxyphenylacetic acid is less than or equal to 0.08 percent, the content of the o-chlorophenylacetic acid is less than or equal to 0.05 percent, the content of the toluene is less than or equal to 0.03 percent, and the content of the trimethyl orthoformate.
Description
Technical Field
The invention relates to the technical field of organic synthesis post-treatment, in particular to a waste liquid treatment process of methoxybenzofuranone.
Background
Azoxystrobin is a strobilurin fungicide or strobilurins analogue developed by prenatal corporation. The azoxystrobin can be used for spraying and seed treatment of cereals, rice, grapes, potatoes, vegetables, fruit trees and other crop stems and leaves, and can also be used for soil treatment. The azoxystrobin is safe to crops, has no phytotoxicity and is safe to underground water and environment when used under the recommended dosage. It has the features of high efficiency, broad spectrum, protection, treatment, elimination, penetration, systemic activity, etc. and has excellent activity on almost all fungal diseases. Azoxystrobin is a new agricultural fungicide with great development potential and market activity after triazole fungicides in the pesticide field. As few manufacturers for producing the product are provided in China, the azoxystrobin has a large market in China and has good development prospect.
3- (a-methoxy) methylene benzofuran-2 (3H) -ketone is an important intermediate for synthesizing the strobilurin fungicide, a large amount of waste liquid is generated during the synthesis of the 3- (a-methoxy) methylene benzofuran-2 (3H) -ketone, the waste liquid contains not only recyclable useful components but also organic toxic components, the direct discharge can affect the safety of the surrounding environment, and the important concern of the post-treatment process of the waste liquid is how to recover the useful components in the waste liquid and reduce the toxic substances in the waste liquid.
Disclosure of Invention
In order to solve the problems, the invention aims to carry out post-treatment on the waste liquid for synthesizing the 3- (a-methoxy) methylene benzofuran-2 (3H) -ketone, further recover useful components in the waste liquid, reduce toxic substances in the waste liquid, reduce the cost in the production process and improve the economic benefit.
In order to realize the purpose of the invention, the adopted technical scheme is as follows: 1. a process for treating waste liquid of methoxybenzofuranone is characterized by comprising the following steps: the waste liquid treatment process comprises the following specific steps:
1) saponification: collecting residues of a benzofuranone concentration kettle, adding excessive alkali liquor, heating the solution to 60-70 ℃, starting stirring, stopping stirring when the mixed solution is not layered and no precipitate is generated, and transferring the hot material to an acidification kettle;
2) acidification: spraying dilute acid into the acidification kettle from the top of the acidification kettle, starting stirring, starting a circulating pump at the side of the acidification kettle when the volume of the mixed solution is 1/4-1/3 of the volume of the acidification kettle, and conveying the mixed solution at the bottom of the acidification kettle to the top of the acidification kettle to be sprayed into the acidification kettle in a circulating manner;
when the volume of the mixed solution in the acidification kettle is 1/2-2/3 of the volume of the acidification kettle, stopping adding acid, continuously stirring and spraying, when more precipitates appear in the acidification kettle, stopping circularly spraying, continuously stirring until the precipitates in the acidification kettle are not increased any more, and transferring the mixed material into a low-temperature filter;
3) filtering: controlling the temperature of a low-temperature filter to be 5-20 ℃, vacuumizing the low-temperature filter, performing suction filtration on the mixed material, soaking a filter cake in pure water, performing suction drying on the pure water repeatedly for 2-3 times, drying the filter cake in an oven at the temperature of 60-90 ℃, and applying the filter cake to the synthesis of methoxybenzofuranone, wherein the filtrate is transferred to an acidification kettle;
4) acidification: transferring filtrate obtained by suction filtration of a low-temperature filter into an acidification kettle, dropwise adding dilute acid, starting stirring until bubbles are not generated in a washing solution, stopping dropwise adding, heating the acidification solution to 60-80 ℃, stirring for 20-40 min, transferring the acidification solution into an evaporation kettle while the acidification solution is hot, evaporating to dryness, and recovering crystals to be sold as a byproduct;
5) distillation: collecting waste liquid in a washing kettle in the synthesis of the methoxybenzofuranone, transferring the waste liquid to a distillation kettle, controlling the temperature of the distillation kettle to be 50-80 ℃, starting stirring, cooling evaporated gas, collecting collected liquid, and transferring residual liquid in the distillation kettle to an alkalization kettle;
6) alkalization: controlling the temperature in the alkalization kettle to be 40-50 ℃, dropwise adding alkali liquor into the liquid in the alkalization kettle until no bubbles are generated in the solution, stopping dropwise adding the alkali liquor, stirring for 20-30 min, uniformly mixing the solution, and transferring the solution to an evaporation kettle;
7) evaporation: starting a vacuum system on the evaporation kettle, controlling the vacuum system to vacuumize to be more than-0.097 MPa, controlling the temperature of the evaporation kettle to be 50-80 ℃, evaporating until no residual liquid exists at the bottom of the evaporation kettle, stopping heating, evaporating solid crystals at the bottom of the evaporation kettle by using waste heat, collecting the solid crystals, drying the solid crystals in an oven at the temperature of 60-80 ℃, and selling the crystals as a byproduct.
Further, in the step 1 of the waste liquid treatment process, the alkali liquor is a sodium bicarbonate solution, a sodium hydroxide solution or a mixed solution of sodium bicarbonate and sodium hydroxide, and the mass fraction concentration of the alkali liquor is controlled to be 10-40%.
Further, in the step 2 of the waste liquid treatment process, the dilute acid is dilute sulfuric acid, and the volume fraction concentration of the dilute sulfuric acid is controlled to be 5-15%.
Further, in the step 4 of the waste liquid treatment process, the dilute acid is dilute sulfuric acid, and the volume fraction concentration of the dilute sulfuric acid is controlled to be 5-20%.
Further, the collecting liquid in the step 5 of the waste liquid treatment process is a formaldehyde solution with the volume fraction concentration of 5-10%.
Further, the alkali liquor in the step 6 of the waste liquid treatment process is sodium bicarbonate solution, sodium carbonate solution or a mixed solution of the sodium bicarbonate solution and the sodium carbonate solution.
The invention has the beneficial effects that: the method collects the waste liquid generated in the synthesis process of the methoxybenzofuranone, recycles useful components in the waste liquid by adopting modes of saponification, acidification, filtration, distillation, evaporation and the like, reduces the production cost of the synthesis of the methoxybenzofuranone, improves the economic benefit, reduces the discharge of pollutants, avoids causing environmental pollution, and detects that the content of the benzofuranone is less than or equal to 0.05 percent, the content of the o-hydroxyphenylacetic acid is less than or equal to 0.08 percent, the content of the o-chlorophenylacetic acid is less than or equal to 0.05 percent, the content of the toluene is less than or equal to 0.03 percent, and the content of the trimethyl orthoformate.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the following embodiments of the present invention, and it should be understood that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
A process for treating waste liquid of methoxybenzofuranone comprises the following steps:
1) saponification: collecting residues of a benzofuranone concentration kettle, adding an excessive sodium bicarbonate solution with the mass fraction concentration of 10%, heating the solution to 60 ℃, starting stirring, stopping stirring when the mixed solution is not layered any more and no precipitate is generated, and transferring the hot material to an acidification kettle;
2) acidification: spraying dilute sulfuric acid with volume fraction concentration of 5% into the acidification kettle from the top of the acidification kettle, starting stirring, starting a circulating pump at the side of the acidification kettle when the volume of the mixed solution is 1/4 of the volume of the acidification kettle, and conveying the mixed solution at the bottom of the acidification kettle to the top of the acidification kettle to be circularly sprayed into the acidification kettle;
when the volume of the mixed solution in the acidification kettle is 1/2 of the volume of the acidification kettle, stopping adding acid, continuously stirring and spraying, when more precipitates appear in the acidification kettle, stopping circularly spraying, continuously stirring until the precipitates in the acidification kettle are not increased any more, and then transferring the mixed material into a low-temperature filter;
3) filtering: controlling the temperature of the low-temperature filter to be 5 ℃, vacuumizing the low-temperature filter, performing suction filtration on the mixed material, soaking a filter cake in pure water, performing suction drying on the pure water for 2 times, drying the filter cake in an oven at 60 ℃, applying the filter cake to the synthesis of the methoxybenzofuranone, and transferring the filtrate to an acidification kettle;
4) acidification: transferring filtrate obtained by suction filtration of a low-temperature filter into an acidification kettle, dropwise adding dilute sulfuric acid with volume fraction concentration of 5%, starting stirring until bubbles are not generated in a water washing solution, stopping dropwise adding, heating the acidification solution to 60 ℃, stirring for 20min, transferring the acidification solution into an evaporation kettle while hot, evaporating to dryness, and recovering crystals to be sold as a byproduct;
5) distillation: collecting waste liquid in a washing kettle in the synthesis of the methoxybenzofuranone, transferring the waste liquid to a distillation kettle, controlling the temperature of the distillation kettle to be 50 ℃, starting stirring, cooling evaporated gas, collecting the gas by using a formaldehyde solution with the volume fraction concentration of 5%, and transferring residual liquid in the distillation kettle to an alkalization kettle;
6) alkalization: controlling the temperature in the alkalization kettle to be 40 ℃, dropwise adding a sodium bicarbonate solution into the liquid in the alkalization kettle until no bubbles are generated in the solution, stopping dropwise adding alkali liquor, stirring for 20-30 min, uniformly mixing the solution, and transferring the solution to an evaporation kettle;
7) evaporation: starting a vacuum system on the evaporation kettle, controlling the vacuum system to vacuumize to-0.1 MPa, controlling the temperature of the evaporation kettle to be 50 ℃, evaporating until no residual liquid exists at the bottom of the evaporation kettle, stopping heating, evaporating solid crystals at the bottom of the evaporation kettle by using waste heat, collecting the solid crystals, drying the solid crystals in a drying oven at 60 ℃, and selling the crystals as a byproduct;
the detection shows that the content of benzofuranone, o-hydroxyphenylacetic acid, toluene and trimethyl orthoformate in the discharged wastewater is 0.05%, 0.08%, 0.05%, 0.03% and 0.01%.
Example 2
A process for treating waste liquid of methoxybenzofuranone comprises the following steps:
1) saponification: collecting residues of a benzofuranone concentration kettle, adding an excessive sodium hydroxide solution with the mass fraction concentration of 40%, heating the solution to 70 ℃, starting stirring, stopping stirring when the mixed solution is not layered any more and no precipitate is generated, and transferring the hot material to an acidification kettle;
2) acidification: spraying dilute sulfuric acid with volume fraction concentration of 15% into the acidification kettle from the top of the acidification kettle, starting stirring, starting a circulating pump at the side of the acidification kettle when the volume of the mixed solution is 1/3 of the volume of the acidification kettle, and conveying the mixed solution at the bottom of the acidification kettle to the top of the acidification kettle to be circularly sprayed into the acidification kettle;
when the volume of the mixed solution in the acidification kettle is 2/3 of the volume of the acidification kettle, stopping adding acid, continuously stirring and spraying, when more precipitates appear in the acidification kettle, stopping circularly spraying, continuously stirring until the precipitates in the acidification kettle are not increased any more, and then transferring the mixed material into a low-temperature filter;
3) filtering: controlling the temperature of the low-temperature filter to be 20 ℃, vacuumizing the low-temperature filter, performing suction filtration on the mixed material, soaking the filter cake in pure water, performing suction drying on the pure water for 3 times, drying the filter cake in an oven at 90 ℃, and applying the filter cake to the synthesis of the methoxybenzofuranone, and transferring the filtrate to an acidification kettle;
4) acidification: transferring filtrate obtained by suction filtration of a low-temperature filter into an acidification kettle, dropwise adding dilute sulfuric acid with the volume fraction concentration of 20%, starting stirring until bubbles are not generated in a water washing solution, stopping dropwise adding, heating the acidification solution to 80 ℃, stirring for 40min, transferring the acidification solution into an evaporation kettle while hot, evaporating to dryness, and recovering crystals to be sold as a byproduct;
5) distillation: collecting waste liquid in a washing kettle in the synthesis of the methoxybenzofuranone, transferring the waste liquid to a distillation kettle, controlling the temperature of the distillation kettle to be 80 ℃, starting stirring, cooling evaporated gas, collecting the gas by using a formaldehyde solution with the volume fraction concentration of 10%, and transferring residual liquid in the distillation kettle to an alkalization kettle;
6) alkalization: controlling the temperature in the alkalization kettle to be 50 ℃, dropwise adding a sodium carbonate solution into the liquid in the alkalization kettle until no bubbles are generated in the solution, stopping dropwise adding alkali liquor, stirring for 30min, uniformly mixing the solution, and transferring the solution to an evaporation kettle;
7) evaporation: starting a vacuum system on the evaporation kettle, controlling the vacuum system to vacuumize to-0.15 MPa, controlling the temperature of the evaporation kettle to be 80 ℃, evaporating until no residual liquid exists at the bottom of the evaporation kettle, stopping heating, evaporating solid crystals at the bottom of the evaporation kettle by using waste heat, collecting the solid crystals, drying the solid crystals in an oven at the temperature of 80 ℃, and selling the crystals as a byproduct;
the detection shows that the waste water discharged contains 0.02% of benzofuranone, 0.03% of o-hydroxyphenylacetic acid, 0.02% of o-chlorophenylacetic acid, 0.01% of toluene and 0.005% of trimethyl orthoformate.
Example 3
A process for treating waste liquid of methoxybenzofuranone comprises the following steps:
1) saponification: collecting residues of a benzofuranone concentration kettle, adding an excessive mixed solution of 25% sodium bicarbonate and sodium hydroxide, heating the solution to 65 ℃, starting stirring, stopping stirring when the mixed solution is not layered and no precipitate is generated, and transferring the material to an acidification kettle while the mixed solution is hot;
2) acidification: spraying dilute sulfuric acid with the volume fraction concentration of 10% into the acidification kettle from the top of the acidification kettle, starting stirring, starting a circulating pump at the side part of the acidification kettle when the volume of the mixed solution is 1/4 of the volume of the acidification kettle, and conveying the mixed solution at the bottom of the acidification kettle to the top of the acidification kettle to be circularly sprayed into the acidification kettle;
when the volume of the mixed solution in the acidification kettle is 2/3 of the volume of the acidification kettle, stopping adding acid, continuously stirring and spraying, when more precipitates appear in the acidification kettle, stopping circularly spraying, continuously stirring until the precipitates in the acidification kettle are not increased any more, and then transferring the mixed material into a low-temperature filter;
3) filtering: controlling the temperature of a low-temperature filter to be 10 ℃, vacuumizing the low-temperature filter, performing suction filtration on the mixed material, soaking a filter cake in pure water, performing suction drying on the pure water repeatedly for 3 times, drying the filter cake in a 75 ℃ drying oven, and applying the filter cake to the synthesis of the methoxybenzofuranone, and transferring the filtrate to an acidification kettle;
4) acidification: transferring filtrate obtained by suction filtration of a low-temperature filter into an acidification kettle, dropwise adding dilute sulfuric acid with the volume fraction concentration of 10%, starting stirring until bubbles are not generated in a water washing solution, stopping dropwise adding, heating the acidification solution to 70 ℃, stirring for 30min, transferring the acidification solution into an evaporation kettle while hot, evaporating to dryness, and recovering crystals to be sold as a byproduct;
5) distillation: collecting waste liquid in a washing kettle in the synthesis of the methoxybenzofuranone, transferring the waste liquid to a distillation kettle, controlling the temperature of the distillation kettle to be 65 ℃, starting stirring, cooling evaporated gas, collecting the gas by using a formaldehyde solution with the volume fraction concentration of 10%, and transferring residual liquid in the distillation kettle to an alkalization kettle;
6) alkalization: controlling the temperature in the alkalization kettle to be 45 ℃, dropwise adding a mixed solution of a sodium bicarbonate solution and a sodium carbonate solution into the liquid in the alkalization kettle until no bubbles are generated in the solution, stopping dropwise adding alkali liquor, stirring for 25min, uniformly mixing the solution, and transferring the solution to an evaporation kettle;
7) evaporation: starting a vacuum system on the evaporation kettle, controlling the vacuum system to vacuumize to-0.15 MPa, controlling the temperature of the evaporation kettle to 65 ℃, evaporating until no residual liquid exists at the bottom of the evaporation kettle, stopping heating, evaporating solid crystals at the bottom of the evaporation kettle by using waste heat, collecting the solid crystals, drying the solid crystals in a drying oven at 70 ℃, and selling the crystals as a byproduct;
the detection shows that the waste water discharged contains 0.045% of benzofuranone, 0.036% of o-hydroxyphenylacetic acid, 0.05% of o-chlorophenylacetic acid, 0.03% of toluene and 0.005% of trimethyl orthoformate.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (6)
1. A process for treating waste liquid of methoxybenzofuranone is characterized by comprising the following steps: the waste liquid treatment process comprises the following specific steps:
1) saponification: collecting residues of a benzofuranone concentration kettle, adding excessive alkali liquor, heating the solution to 60-70 ℃, starting stirring, stopping stirring when the mixed solution is not layered and no precipitate is generated, and transferring the hot material to an acidification kettle;
2) acidification: spraying dilute acid into the acidification kettle from the top of the acidification kettle, starting stirring, starting a circulating pump at the side of the acidification kettle when the volume of the mixed solution is 1/4-1/3 of the volume of the acidification kettle, and conveying the mixed solution at the bottom of the acidification kettle to the top of the acidification kettle to be sprayed into the acidification kettle in a circulating manner;
when the volume of the mixed solution in the acidification kettle is 1/2-2/3 of the volume of the acidification kettle, stopping adding acid, continuously stirring and spraying, when more precipitates appear in the acidification kettle, stopping circularly spraying, continuously stirring until the precipitates in the acidification kettle are not increased any more, and transferring the mixed material into a low-temperature filter;
3) filtering: controlling the temperature of a low-temperature filter to be 5-20 ℃, vacuumizing the low-temperature filter, performing suction filtration on the mixed material, soaking a filter cake in pure water, performing suction drying on the pure water repeatedly for 2-3 times, drying the filter cake in an oven at the temperature of 60-90 ℃, and applying the filter cake to the synthesis of methoxybenzofuranone, wherein the filtrate is transferred to an acidification kettle;
4) acidification: transferring filtrate obtained by suction filtration of a low-temperature filter into an acidification kettle, dropwise adding dilute acid, starting stirring until bubbles are not generated in a washing solution, stopping dropwise adding, heating the acidification solution to 60-80 ℃, stirring for 20-40 min, transferring the acidification solution into an evaporation kettle while the acidification solution is hot, evaporating to dryness, and recovering crystals to be sold as a byproduct;
5) distillation: collecting waste liquid in a washing kettle in the synthesis of the methoxybenzofuranone, transferring the waste liquid to a distillation kettle, controlling the temperature of the distillation kettle to be 50-80 ℃, starting stirring, cooling evaporated gas, collecting collected liquid, and transferring residual liquid in the distillation kettle to an alkalization kettle;
6) alkalization: controlling the temperature in the alkalization kettle to be 40-50 ℃, dropwise adding alkali liquor into the liquid in the alkalization kettle until no bubbles are generated in the solution, stopping dropwise adding the alkali liquor, stirring for 20-30 min, uniformly mixing the solution, and transferring the solution to an evaporation kettle;
7) evaporation: starting a vacuum system on the evaporation kettle, controlling the vacuum system to vacuumize to be more than-0.097 MPa, controlling the temperature of the evaporation kettle to be 50-80 ℃, evaporating until no residual liquid exists at the bottom of the evaporation kettle, stopping heating, evaporating solid crystals at the bottom of the evaporation kettle by using waste heat, collecting the solid crystals, drying the solid crystals in an oven at the temperature of 60-80 ℃, and selling the crystals as a byproduct.
2. The process for treating the waste liquid of the methoxybenzofuranone according to claim 1, which is characterized in that: in the step 1 of the waste liquid treatment process, the alkali liquor is a sodium bicarbonate solution, a sodium hydroxide solution or a mixed solution of sodium bicarbonate and sodium hydroxide, and the mass fraction concentration of the alkali liquor is controlled to be 10-40%.
3. The process for treating the waste liquid of the methoxybenzofuranone according to claim 1, which is characterized in that: in the step 2 of the waste liquid treatment process, the dilute acid is dilute sulfuric acid, and the volume fraction concentration of the dilute sulfuric acid is controlled to be 5-15%.
4. The process for treating the waste liquid of the methoxybenzofuranone according to claim 1, which is characterized in that: in the step 4 of the waste liquid treatment process, the dilute acid is dilute sulfuric acid, and the volume fraction concentration of the dilute sulfuric acid is controlled to be 5-20%.
5. The process for treating the waste liquid of the methoxybenzofuranone according to claim 1, which is characterized in that: and in the step 5 of the waste liquid treatment process, the collected liquid is a formaldehyde solution with the volume fraction concentration of 5-10%.
6. The process for treating the waste liquid of the methoxybenzofuranone according to claim 1, which is characterized in that: and in the step 6 of the waste liquid treatment process, the alkali liquor is a sodium bicarbonate solution, a sodium carbonate solution or a mixed solution of the sodium bicarbonate solution and the sodium carbonate solution.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106336388A (en) * | 2016-07-27 | 2017-01-18 | 重庆紫光国际化工有限责任公司 | Synthetic method of benzofuran-2(3H)-one |
| CN107417652A (en) * | 2017-04-13 | 2017-12-01 | 安徽广信农化股份有限公司 | A kind of synthesis technique of azoxystrobin intermediate benzofuranone |
| CN108002622A (en) * | 2017-11-16 | 2018-05-08 | 王小军 | A kind of method administered with remanufacture benzofuraxan waste liquid |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106336388A (en) * | 2016-07-27 | 2017-01-18 | 重庆紫光国际化工有限责任公司 | Synthetic method of benzofuran-2(3H)-one |
| CN107417652A (en) * | 2017-04-13 | 2017-12-01 | 安徽广信农化股份有限公司 | A kind of synthesis technique of azoxystrobin intermediate benzofuranone |
| CN108002622A (en) * | 2017-11-16 | 2018-05-08 | 王小军 | A kind of method administered with remanufacture benzofuraxan waste liquid |
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