CN111718370A - Preparation method of O, O' -dimethyl thiophosphoryl amide - Google Patents
Preparation method of O, O' -dimethyl thiophosphoryl amide Download PDFInfo
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- CN111718370A CN111718370A CN202010739186.8A CN202010739186A CN111718370A CN 111718370 A CN111718370 A CN 111718370A CN 202010739186 A CN202010739186 A CN 202010739186A CN 111718370 A CN111718370 A CN 111718370A
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- 229910052760 oxygen Inorganic materials 0.000 title claims abstract description 116
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 72
- 238000006243 chemical reaction Methods 0.000 claims abstract description 53
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims abstract description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 43
- 229910001868 water Inorganic materials 0.000 claims abstract description 43
- 239000007788 liquid Substances 0.000 claims abstract description 34
- 238000000034 method Methods 0.000 claims abstract description 30
- 235000019270 ammonium chloride Nutrition 0.000 claims abstract description 22
- 239000012071 phase Substances 0.000 claims abstract description 20
- 239000012074 organic phase Substances 0.000 claims abstract description 17
- 239000007787 solid Substances 0.000 claims abstract description 14
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 9
- 238000003756 stirring Methods 0.000 claims abstract description 9
- 238000004064 recycling Methods 0.000 claims abstract description 8
- 238000000926 separation method Methods 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 239000008346 aqueous phase Substances 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 6
- 238000004817 gas chromatography Methods 0.000 claims description 3
- 229910021529 ammonia Inorganic materials 0.000 abstract description 29
- 230000008901 benefit Effects 0.000 abstract description 6
- 239000002351 wastewater Substances 0.000 abstract description 6
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 14
- 235000011114 ammonium hydroxide Nutrition 0.000 description 14
- 238000004519 manufacturing process Methods 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000002994 raw material Substances 0.000 description 8
- 150000001408 amides Chemical class 0.000 description 6
- 238000010924 continuous production Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- NKYPKIVMIGIWOB-UHFFFAOYSA-N [amino(methoxy)phosphinothioyl]oxymethane Chemical compound COP(N)(=S)OC NKYPKIVMIGIWOB-UHFFFAOYSA-N 0.000 description 4
- 238000007599 discharging Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000010865 sewage Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000005576 amination reaction Methods 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 230000036632 reaction speed Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- -1 thiophosphoryl ester Chemical class 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- FNGLQNMQHOAIJQ-UHFFFAOYSA-N Cl[S](Cl)Cl Chemical compound Cl[S](Cl)Cl FNGLQNMQHOAIJQ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 238000005915 ammonolysis reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 238000005008 domestic process Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- NNKVPIKMPCQWCG-UHFFFAOYSA-N methamidophos Chemical class COP(N)(=O)SC NNKVPIKMPCQWCG-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2408—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyalkyl compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a preparation method of O, O' -dimethyl thiophosphoryl amide, which comprises the following steps: adding water and O, O' -dimethyl thiophosphoryl chloride into a reaction container, stirring, introducing liquid ammonia at a set temperature, enabling the mass ratio of the water in the reaction container to the introduced liquid ammonia to be 1 (0.30-0.35) for ammoniation reaction, and stopping introducing the liquid ammonia when the pH value of a reaction liquid reaches 8-9; after the reaction is finished, carrying out liquid-solid separation to separate out water phase liquid, organic phase liquid and white ammonium chloride solid, wherein the separated water phase liquid can be introduced into the reaction vessel for recycling; distilling the organic phase liquid to recover the solvent to obtain O, O' -dimethyl thiophosphoryl amide. The method increases the ammonia ratio of the reaction system, has the advantages of high speed, complete reaction, no waste water discharge, high yield and good quality.
Description
Technical Field
The invention relates to a preparation method of O, O' -dimethyl thiophosphoryl amide, belonging to the technical field of chemical manufacture.
Background
O, O' -dimethyl thiophosphoryl amide is an important intermediate for producing high-efficiency and low-toxicity pesticides of methamidophos series.
The O, O '-dimethyl thiophosphoryl amide is obtained by taking O, O' -dimethyl thiophosphoryl chloride (monochloride for short) as a raw material and carrying out ammonolysis reaction, and the synthetic method mainly comprises the following steps:
for example, the documents "Von billow, Liru Zhi, Fine and specialty chemicals, 2003,11(22): 13-14", "Zhang Yonzhi, Yuan Hua, Yuzong Hubei chemical engineering, 1997,14(3): 7-10" disclose the preparation of O, O '-dimethyl thiophosphoryl chloride from O, O' -dimethyl thiophosphoryl chloride and 16% -18% ammonia water as raw materials, dichloroethane, benzene and the like as solvents and the reaction temperature is 30-40 ℃. The method has the defects of consuming a large amount of toxic solvent, generating a large amount of waste water and the like; the document Kittler F, Grimmer F, Hesse B.DD 161069.1984-09-19 discloses that O, O' -dimethyl thiophosphoryl amide is obtained by one-step synthesis by taking trichloro sulfur as a raw material and reacting with methanol, sodium hydroxide and ammonia water. The method controls the generation of O, O ' -trimethyl thiophosphoryl ester in the generation process of O, O ' -dimethyl thiophosphoryl chloride, utilizes the property that O-methyl thiophosphoryl dichloride and ammonia water react to generate O-methyl thiophosphoryl diammonium salt which is easy to dissolve in water, and can remove the O-methyl thiophosphoryl dichloride by a water washing method to obtain high-content O, O ' -dimethyl thiophosphoryl amide, but the yield is lower, and the waste water contains a large amount of organic amine salt, thereby increasing the cost of waste water treatment. Therefore, the method is not reported industrially.
In the prior art, an ammonia water-solvent-free method is adopted, for example, a document of 'Teichmann H, Schnell M, Kochmann W.DD224600.1985-07-10' discloses that O, O '-dimethyl thiophosphoryl chloride and 16-18% ammonia water are directly used as raw materials to prepare O, O' -dimethyl thiophosphoryl amide at the reaction temperature of 20-30 ℃, but the production process has the defects of low yield and poor product quality; german Bayer company developed a CSTR continuous production process in 2000 (see the literature, "Prasad, Vidyanatha A S, Donald K al. US6127566.2000-03-16"), the total yield of O, O' -dimethyl phosphoramidothioate after extraction reaches 98%, the process has strict control on pH, longer reaction time and needs to consume toxic solvent in the extraction process; the document "Magee P.S.US36939547.1972-02-01" adopts a saturated solution of ammonium chloride and a small amount of organic solvent as a reaction solvent, and ammonium chloride can be produced as a by-product by introducing ammonia for amination. As the reaction is a liquid-solid reaction, the yield of O, O' -dimethyl thiophosphoryl amide is reduced, and the quality of the product is influenced.
In addition, the Chinese patent CN107417720A discloses a production process for preparing O, O' -dimethyl phosphoramidothioate by an ammonia amination method. The method adopted by the process has high requirement (98%) on the raw material O, O '-dimethyl thiophosphoryl chloride, brings great pressure to the prior production of the O, O' -dimethyl thiophosphoryl chloride, and adopts anhydrous methanol to wash the crude product of the ammonium chloride, and the escape of the methanol also has a considerable problem on the workshop sanitation in the actual production.
At present, the domestic industrial production of O, O '-dimethyl thiophosphoryl amide is prepared by reacting O, O' -dimethyl thiophosphoryl chloride with industrial ammonia water, and the technical process comprises the following steps: firstly, adding O, O '-dimethyl thiophosphoryl chloride into a stirring reaction kettle with a heat exchanger at one time, then dropwise adding 16-18% ammonia water, transferring heat by adopting chilled salt water at the temperature of-15 ℃, controlling the reaction temperature at 20-30 ℃, reacting for 1-2 hours, and controlling the pH value at 8-9 until the O, O' -dimethyl thiophosphoryl chloride is completely converted. After the reaction is finished, the materials enter a delayer for sedimentation and delamination, the lower organic phase is separated out, and a lifting film is removed for dehydration, so that O, O' -dimethyl thiophosphoryl amide with the water content of less than 0.3 percent is obtained. The product quality of O, O' -dimethyl thiophosphoryl amide in the method is 88 to 92 percent, and the industrial production yield is 95 to 96 percent. The biggest disadvantage of the process is that the ammonia water has low concentration (17% -20%), and a large amount of sewage containing chlorine, nitrogen and phosphorus is generated. The sewage quantity is large, the COD is extremely high, the sewage is difficult to treat, the cost is high, the discharge is difficult to reach the standard, and great pressure is caused on the environmental protection.
Disclosure of Invention
The invention aims to provide a preparation method of O, O ' -dimethyl thiophosphoryl amide with high content and high yield, which can be used for producing O, O ' -dimethyl thiophosphoryl amide by directly ammoniating liquid ammonia in water by taking an O, O ' -dimethyl thiophosphoryl chloride crude product as a raw material, and controlling proper temperature and ammonia introduction pressure. The method has the obvious advantages of increased ammonia ratio of the reaction system, high speed, complete reaction, no waste water discharge, high yield and good quality.
In order to achieve the technical purpose, the invention adopts the following technical scheme.
A preparation method of O, O' -dimethyl thiophosphoryl amide comprises the following steps:
adding water and O, O' -dimethyl thiophosphoryl chloride into a reaction container, stirring, introducing liquid ammonia at a set temperature, enabling the mass ratio of the water in the reaction container to the introduced liquid ammonia to be 1 (0.30-0.35) for ammoniation reaction, and stopping introducing the liquid ammonia when the pH value of a reaction liquid reaches 8-9;
after the reaction is finished, carrying out liquid-solid separation to separate out water phase liquid, organic phase liquid and white ammonium chloride solid, wherein the separated water phase liquid can be introduced into the reaction vessel for recycling;
distilling the organic phase liquid to recover the solvent to obtain O, O' -dimethyl thiophosphoryl amide.
Further, the purity (mass fraction) of O, O' -dimethyl thiophosphoryl chloride added into the reaction vessel is not less than 92%.
Furthermore, the mass ratio of the water and the O, O' -dimethyl thiophosphoryl chloride added into the reaction vessel is 1 (0.1-5).
Further, the set temperature is 0-40 ℃.
Further, the pressure when the liquid ammonia is introduced is controlled to be 0.15-0.2 kPa.
Further, the reaction liquid in the reaction kettle is qualitatively analyzed by gas chromatography, and the reaction is judged to be finished when the spectrogram shows that the content of O, O' -dimethyl thiophosphoryl chloride is lower than 0.1 percent.
Further, the aqueous phase liquid is an ammonium chloride solution.
Further, after the water phase liquid is recycled and supersaturated, filtering and recovering ammonium chloride solids, and remaining water phase liquid is continuously recycled.
Compared with the prior art, the invention has the advantages that:
the industrial ammonia water is limited by volatilization of ammonia, generally only industrial raw materials with three concentrations of 15%, 17% and 20%, and the existing ammonia water method can only use 17% -20% ammonia water for dropwise adding, which limits the ammoniation reaction for preparing O, O' -dimethyl thiophosphoryl amide, resulting in slow reaction speed, low yield, poor quality and high cost. The method takes water as a solvent, adopts liquid ammonia to replace ammonia water to perform ammoniation of O, O' -dimethyl thiophosphoryl chloride, has an ammonia ratio of 30-35 percent, has a high reaction speed and complete reaction compared with the ammonia ratio (17-20 percent) of the existing ammonia water method, can re-introduce the separated water phase liquid into the reaction container for cyclic utilization, has no wastewater discharge, and has the advantages of high yield, good quality, lower cost, environmental protection and environmental protection. The production technology of the used raw materials is mature, cheap and easily available, the process conditions are simple and mild, and the industrial large-scale production is facilitated. The yield of O, O' -dimethyl thiophosphoryl amide prepared by the method can reach 98 percent, and the content can reach more than 97 percent. Compared with the original domestic process for producing refined amide by using industrial ammonia water, the method saves the sewage treatment cost, greatly improves the economic benefit of the product, and has obvious social benefit.
Drawings
FIG. 1 is a flow chart of a process for the preparation of O, O' -dimethylphosphoramidothioate in accordance with the present invention.
Detailed Description
In order to make the technical solution of the present invention more comprehensible, the present invention is further described with reference to the following embodiments.
Example 1
210 kg of water and 1050 kg of O, O' -dimethyl thiophosphoryl chloride (the content is 92.5%) are put into a 3000-liter glass lining reaction kettle, liquid ammonia is directly introduced at the temperature of stirring slurry of 15 ℃, the ammonia introduction pressure is 0.15kPa, the ammonia ratio is controlled to be 30%, and the ammonia introduction is stopped until the end point when the pH value of the reaction liquid reaches 8-9. Introducing ammonia for reaction for 2 hours, discharging and centrifuging, and rinsing solid ammonium chloride with cold water at 0-5 ℃; the liquid part is a mixed liquid formed by an organic phase mainly containing O, O' -dimethyl thiophosphoryl amide and an aqueous phase of ammonium chloride solution. And transferring the mixed liquid to a separator for separation, allowing the water phase to enter a reaction pot for continuous production and use, recycling supersaturated water, filtering to recover ammonium chloride solids, and allowing the water phase to continue production and use. The organic phase is post-treated to obtain the refined amide. The yield of O, O' -dimethyl thiophosphoryl amide is 98 percent, and the content is more than 98.5 percent (GC, namely gas chromatography determination).
Example 2
1300 kg of water and 800 kg of O, O' -dimethyl thiophosphoryl chloride (the content is 92.5%) are put into a 3000 l glass lining reaction kettle, gas ammonia is directly introduced at the temperature of the stirring slurry of 40 ℃, the ammonia introduction pressure is 0.17kPa, the ammonia ratio is controlled to be 32%, and the ammonia introduction is stopped until the end point when the pH value of the reaction liquid reaches 8-9. Introducing ammonia for reaction for 2.5 hours, discharging and centrifuging, wherein the liquid part is mixed liquid formed by an organic phase mainly containing O, O' -dimethyl thiophosphoryl amide and an aqueous phase of ammonium chloride solution. And transferring the mixed liquid to a separator for separation, allowing the water phase to enter a reaction pot for continuous production and use, recycling supersaturated water, filtering to recover ammonium chloride solids, and allowing the water phase to continue production and use. The organic phase is post-treated to obtain the refined amide. The yield of O, O' -dimethyl thiophosphoryl amide is 98 percent, and the content is more than 97.5 percent (GC).
Example 3
Adding 520 kg of water into a 3000L glass lining reaction kettle, then adding 1300 kg of O, O' -dimethyl thiophosphoryl chloride (the content is 99.5%), starting the stirring slurry, directly introducing gas ammonia at the temperature of 0 ℃, controlling the ammonia introduction pressure to be 0.18kPa, controlling the ammonia ratio to be 35%, and stopping introducing ammonia until the end point when the pH value of the reaction liquid reaches 8-9. Introducing ammonia for reaction for 2.5 hours, discharging and centrifuging, wherein the liquid part is mixed liquid formed by an organic phase mainly containing O, O' -dimethyl thiophosphoryl amide and an aqueous phase of ammonium chloride solution. And transferring the mixed liquid to a separator for separation, allowing the water phase to enter a reaction pot for continuous production and use, recycling supersaturated water, filtering to recover ammonium chloride solids, and allowing the water phase to continue production and use. The organic phase is post-treated to obtain the refined amide. The yield of O, O' -dimethyl thiophosphoryl amide is 98 percent, and the content is more than 97 percent (GC).
Example 4
6500 kg of water is added into a 3000L glass lining reaction kettle, 650 kg of O, O' -dimethyl thiophosphoryl chloride (the content is 95 percent) is added, gas ammonia is directly introduced at the temperature of 25 ℃ of a stirring paddle, the ammonia introduction pressure is 0.20kPa, the ammonia ratio is controlled to be 30 percent, and the ammonia introduction is stopped until the end point when the pH value of the reaction liquid reaches 8-9. Introducing ammonia for reaction for 2.5 hours, discharging and centrifuging, wherein the liquid part is mixed liquid formed by an organic phase mainly containing O, O' -dimethyl thiophosphoryl amide and an aqueous phase of ammonium chloride solution. And transferring the mixed liquid to a separator for separation, allowing the water phase to enter a reaction pot for continuous production and use, recycling supersaturated water, filtering to recover ammonium chloride solids, and allowing the water phase to continue production and use. The organic phase is post-treated to obtain the refined amide. The yield of O, O' -dimethyl thiophosphoryl amide is 98.5 percent, and the content is more than 98 percent (GC).
Comparative example
6500 kg of water is added into a 3000L glass lining reaction kettle, then 1300 kg of O, O' -dimethyl thiophosphoryl chloride (the content is 95 percent) is added, 17 percent ammonia water is dripped at the temperature of 25 ℃ by starting a stirring paddle, and the ammonia introduction is stopped until the end point when the pH value of the reaction liquid reaches 8-9. The reaction is kept for 2.5 hours, the reaction system is liquid and is mixed liquid formed by an organic phase which takes O, O' -dimethyl phosphoramidothioate as a main component and a water phase of ammonium chloride solution. Transferring the mixed liquid to a separator for separation, wherein a large amount of generated wastewater contains an ammonium chloride phase, and evaporating and dehydrating a water phase to recover ammonium chloride. The organic phase is post-treated to obtain the refined amide. The yield of O, O' -dimethyl thiophosphoryl amide is 85 percent, and the content is more than 95 percent (GC).
The above embodiments are only intended to illustrate the technical solution of the present invention, but not to limit it, and a person skilled in the art can modify the technical solution of the present invention or substitute it with an equivalent, and the protection scope of the present invention is subject to the claims.
Claims (8)
1. A preparation method of O, O' -dimethyl thiophosphoryl amide is characterized by comprising the following steps:
adding water and O, O' -dimethyl thiophosphoryl chloride into a reaction container, stirring, introducing liquid ammonia at a set temperature, enabling the mass ratio of the water in the reaction container to the introduced liquid ammonia to be 1 (0.30-0.35) for ammoniation reaction, and stopping introducing the liquid ammonia when the pH value of a reaction liquid reaches 8-9;
after the reaction is finished, carrying out liquid-solid separation to separate out water phase liquid, organic phase liquid and white ammonium chloride solid, wherein the separated water phase liquid can be introduced into the reaction vessel for recycling;
distilling the organic phase liquid to recover the solvent to obtain O, O' -dimethyl thiophosphoryl amide.
2. The method of claim 1, wherein the purity of the O, O' -dimethylthiophosphoryl chloride introduced into the reaction vessel is not less than 92%.
3. The method of claim 1, wherein the mass ratio of water and O, O' -dimethylthiophosphoryl chloride added to the reaction vessel is 1 (0.1-5).
4. The method of claim 1, wherein the set temperature is 0-40 ℃.
5. The method according to claim 1, wherein the pressure at which the liquid ammonia is introduced is controlled to be 0.15 to 0.2 kPa.
6. The method of claim 1, wherein the reaction is determined to be complete when the reaction solution in the reaction vessel is qualitatively analyzed by gas chromatography and the spectrogram shows that the content of O, O' -dimethylthiophosphoryl chloride is less than 0.1%.
7. The method of claim 1, wherein the aqueous liquid is an ammonium chloride solution.
8. The method of claim 7, wherein after the aqueous phase liquid is supersaturated for recycling, ammonium chloride solids are recovered by filtration, and the remaining aqueous phase liquid is recycled.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112300210A (en) * | 2020-11-26 | 2021-02-02 | 安道麦股份有限公司 | Production process of spermine |
| CN112552337A (en) * | 2020-12-10 | 2021-03-26 | 安道麦股份有限公司 | Production method of high-purity spermine and coproduction of high-purity trimethyl thiophosphate byproduct |
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| CN1727352A (en) * | 2004-07-29 | 2006-02-01 | 李坚 | Method for preparing methamidophos in high content |
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| CN107417720A (en) * | 2017-08-23 | 2017-12-01 | 湖北三才堂化工科技有限公司 | A kind of ammonia amination legal system takes O, the production technology of O dimethyl thiophosphoryl amides |
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- 2020-07-28 CN CN202010739186.8A patent/CN111718370A/en active Pending
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| DD270825A3 (en) * | 1987-04-29 | 1989-08-16 | Bitterfeld Chemie | METHOD FOR DETOXIFYING WATER POLLUTANTS FROM O, O-DIMETHYLTHIOPHOSPHORSAEUREAMIDE PRODUCTION |
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| CN1817892A (en) * | 2006-03-10 | 2006-08-16 | 湘潭大学 | Method and device for producing amide continuously |
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Non-Patent Citations (1)
| Title |
|---|
| LEE, JAE KOO ET AL.: "Development of an Enzyme-Linked Immunosorbent Assay for the Detection of the Organophosphorus Insecticide Acephate", 《JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112300210A (en) * | 2020-11-26 | 2021-02-02 | 安道麦股份有限公司 | Production process of spermine |
| CN112552337A (en) * | 2020-12-10 | 2021-03-26 | 安道麦股份有限公司 | Production method of high-purity spermine and coproduction of high-purity trimethyl thiophosphate byproduct |
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