CN112409406A - Synthetic method of organic phosphorus compound - Google Patents
Synthetic method of organic phosphorus compound Download PDFInfo
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- CN112409406A CN112409406A CN202010798288.7A CN202010798288A CN112409406A CN 112409406 A CN112409406 A CN 112409406A CN 202010798288 A CN202010798288 A CN 202010798288A CN 112409406 A CN112409406 A CN 112409406A
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- catalyst
- phosphorus trichloride
- methane
- synthesis
- tubular reactor
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- 150000002903 organophosphorus compounds Chemical class 0.000 title claims abstract description 10
- 238000010189 synthetic method Methods 0.000 title description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims abstract description 80
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 56
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 55
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims abstract description 49
- 239000000203 mixture Substances 0.000 claims abstract description 29
- 239000003054 catalyst Substances 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 238000010438 heat treatment Methods 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 10
- ONRKUGHFZWYUJP-UHFFFAOYSA-N methylphosphane dihydrochloride Chemical compound Cl.Cl.PC ONRKUGHFZWYUJP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 230000002194 synthesizing effect Effects 0.000 claims abstract description 7
- 230000003197 catalytic effect Effects 0.000 claims abstract description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 3
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 3
- 239000000460 chlorine Substances 0.000 claims abstract description 3
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 3
- 239000011737 fluorine Substances 0.000 claims abstract description 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
- 150000002367 halogens Chemical group 0.000 claims abstract description 3
- 239000011630 iodine Substances 0.000 claims abstract description 3
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 3
- 239000002994 raw material Substances 0.000 claims description 13
- RVHSTXJKKZWWDQ-UHFFFAOYSA-N 1,1,1,2-tetrabromoethane Chemical compound BrCC(Br)(Br)Br RVHSTXJKKZWWDQ-UHFFFAOYSA-N 0.000 claims description 8
- 238000001308 synthesis method Methods 0.000 claims description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 6
- 229910052759 nickel Inorganic materials 0.000 claims description 3
- POJPQMDDRCILHJ-UHFFFAOYSA-N 1,1,1,2,2,2-hexabromoethane Chemical compound BrC(Br)(Br)C(Br)(Br)Br POJPQMDDRCILHJ-UHFFFAOYSA-N 0.000 claims description 2
- VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 claims description 2
- BNIXVQGCZULYKV-UHFFFAOYSA-N pentachloroethane Chemical compound ClC(Cl)C(Cl)(Cl)Cl BNIXVQGCZULYKV-UHFFFAOYSA-N 0.000 claims description 2
- -1 tetrachloroethylene, tetrabromoethylene, 1,1,1, 2-tetrachloroethane Chemical class 0.000 claims description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract description 18
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract description 4
- CDPKWOKGVUHZFR-UHFFFAOYSA-N dichloro(methyl)phosphane Chemical compound CP(Cl)Cl CDPKWOKGVUHZFR-UHFFFAOYSA-N 0.000 abstract description 3
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 12
- 229950011008 tetrachloroethylene Drugs 0.000 description 12
- 239000007789 gas Substances 0.000 description 9
- 238000005086 pumping Methods 0.000 description 8
- 238000010791 quenching Methods 0.000 description 8
- 230000000171 quenching effect Effects 0.000 description 8
- QVLAWKAXOMEXPM-UHFFFAOYSA-N 1,1,1,2-tetrachloroethane Chemical compound ClCC(Cl)(Cl)Cl QVLAWKAXOMEXPM-UHFFFAOYSA-N 0.000 description 3
- OVRRJBSHBOXFQE-UHFFFAOYSA-N 1,1,2,2-tetrabromoethene Chemical group BrC(Br)=C(Br)Br OVRRJBSHBOXFQE-UHFFFAOYSA-N 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 229910000856 hastalloy Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XVMMHZIPFQOCRP-UHFFFAOYSA-K P(Cl)(Cl)Cl.[Cl-].[Al+3].CCl.[Cl-].[Cl-] Chemical compound P(Cl)(Cl)Cl.[Cl-].[Al+3].CCl.[Cl-].[Cl-] XVMMHZIPFQOCRP-UHFFFAOYSA-K 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- ITJVPEZNDRPYMC-UHFFFAOYSA-N methylphosphane;hydrochloride Chemical class [Cl-].[PH3+]C ITJVPEZNDRPYMC-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 125000001863 phosphorothioyl group Chemical group *P(*)(*)=S 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/52—Halophosphines
Landscapes
- 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 discloses a method for synthesizing an organic phosphorus compound, which comprises the steps of introducing methane into a tubular reactor, and heating the tubular reactor to 450-600 ℃ in a methane atmosphere; after the temperature is stable, introducing a mixture of phosphorus trichloride and a catalyst into a tubular reactor, and carrying out a synthetic reaction of phosphorus trichloride and methane under the catalytic action of the catalyst and at the temperature of 450-600 ℃ for 0.1-1.0 second to obtain a product, namely methyl phosphine dichloride; the general formula of the catalyst is CnH2n+2‑xRxOr CnH2n‑xRx(ii) a Wherein: n and x are numbers 1,2, 3, 4, 5, 6, 7 and 8; wherein R is halogen fluorine, chlorine, bromine or iodine. The catalyst is mainly used for replacing carbon tetrachloride damaging an ozone layer, after the catalyst is applied to synthesis of methyl phosphorus dichloride from methane and phosphorus trichloride, the conversion rate is 15-25%, the yield is 95% -98%, the catalytic level of the carbon tetrachloride is reached, and the catalyst can safely replace the carbon tetrachloride.
Description
Technical Field
The invention relates to a synthesis method of an organic phosphorus compound, in particular to a green and environment-friendly catalyst used in the synthesis method, and belongs to the technical field of organic compound preparation.
Background
The structural formula of the methyl phosphine dichloride is as follows:
the organic phosphorus compound is a basic organic phosphorus compound with wide application, is a colorless transparent liquid, and can be used for synthesizing chemicals such as pesticides, medicines, flame retardants and the like. The methyl phosphine dichloride is extremely active in chemical property and extremely easy to react with air and water, so that the compound is not easy to store and transport and cannot be bought in the market.
The research on the synthesis of the methyl phosphine dichloride is more in 70-80 years abroad, and the synthesis method mainly comprises the following steps:
B.J.Perry, J.B.Reesor, and, J.L.Ferron proposes a new method for synthesizing methyldichlorophosphine with high yield by reducing aluminum chloride-phosphorus chloride-chloromethane complex in diethyl phthalate solution by using fine powder antimony as a raw material.
Ludwig Maier proposes a method for synthesizing various methyl phosphine chlorides by taking red phosphorus and chloromethane or bromomethane as raw materials under the catalysis of copper.
H.e. ulmer, l.c.d. groenweghe, l.maier prepared CH by reaction of the corresponding thiophosphoryl derivative with tributylphosphine3PCl2，(CH3)2PCL and (CH)3)(C2H5) PBr, and this method appears to have general applicability, yielding yields of 60-70%.
Patent US3210418 proposes the use of oxygen and nitrogen oxides to catalyze methane and phosphorus trichloride to produce methyl phosphine dichloride in gas phase at high temperature, and subsequently further perfects the process in US4101573, US4518538 and proposes carbon tetrachloride as a catalyst with better catalytic efficiency. The specific reaction conditions are as follows: adding 2-7% of carbon tetrachloride into phosphorus trichloride, heating the phosphorus trichloride and methane to 500-650 ℃ in a tubular reactor made of Hastelloy materials, staying for 0.1-0.9 seconds for a short time to obtain a phosphorus trichloride solution with the content of the methyl phosphine dichloride of 15-25%, and rectifying to obtain the methyl phosphine dichloride with the purity of 99%.
Because of the difficulty of industrial production of methyl phosphine dichloride, until now, only the Hessian company successfully industrializes the routes reported by the patents US4101573 and US4518538 in 1979, but the catalyst carbon tetrachloride used in the method has strong destructive effect on the Ozone Layer in the atmosphere and is limited by Montreal Protocol on substructures that is the Ozone Layer remover.
Disclosure of Invention
The invention aims to solve the technical problem of providing a method for synthesizing an organophosphorus compound, which uses a green and environment-friendly catalyst to synthesize the organophosphorus compound, aiming at the defects in the prior art.
In order to achieve the purpose, the invention adopts the following technical scheme:
a method for synthesizing an organophosphorus compound, comprising the following steps:
introducing methane into the tubular reactor, and heating the tubular reactor to 450-600 ℃ in the methane atmosphere; after the temperature is stable, introducing a mixture of phosphorus trichloride and a catalyst into a tubular reactor, and carrying out a synthetic reaction of phosphorus trichloride and methane under the catalytic action of the catalyst and at the temperature of 450-600 ℃ for 0.1-1.0 second to obtain a product, namely methyl phosphine dichloride;
the general formula of the catalyst is CnH2n+2-xRxOr CnH2n-xRx(ii) a Wherein: n and x are numbers 1,2, 3, 4, 5, 6, 7 and 8; wherein R is halogen fluorine, chlorine, bromine or iodine.
In the above technical solution, the catalyst is preferably: the mixture is prepared by mixing any one, two or more than two of tetrachloroethylene, tetrabromoethylene, 1,1,1, 2-tetrachloroethane, 1,1,1, 2-tetrabromoethane, pentachloroethane, pentabromoethylene, hexachloroethane and hexabromoethane in any proportion.
In the technical scheme, the amount of the catalyst accounts for 1-12% of the mass of the raw material phosphorus trichloride, and preferably 3-8%.
In the technical scheme, the feeding ratio of the methane is 1-10 times of the equivalent of the molar weight of the phosphorus trichloride, and preferably 3-6 times of the equivalent.
In the above technical scheme, the synthesis temperature of the synthesis reaction is preferably controlled to be 480-580 ℃.
In the above technical solution, the tubular reactor is preferably a synthesis column filled with nickel balls inside.
The technical scheme of the invention has the advantages that: the catalyst is mainly used for replacing carbon tetrachloride damaging an ozone layer, after the catalyst is applied to synthesis of methyl phosphorus dichloride from methane and phosphorus trichloride, the conversion rate is 15-25%, the yield is 95% -98%, the catalytic level of the carbon tetrachloride is reached, and the catalyst can safely replace the carbon tetrachloride.
Detailed Description
The following detailed description of the embodiments of the present invention is provided, but the present invention is not limited to the following descriptions:
example 1
In the experiment, a set of synthetic columns made of DN25 hastelloy materials are filled with 4-6mm nickel balls, and the length of the column is 1 m. The raw material composition is a mixture of tetrachloroethylene and phosphorus trichloride, wherein the concentration of tetrachloroethylene is 10%. And (2) opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 550 ℃ in the methane atmosphere, pumping a mixture of tetrachloroethylene and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, wherein the conversion rate of the phosphorus trichloride is 18.8 percent, and the yield is 93.5 percent calculated by the converted phosphorus trichloride.
Example 2
The raw material composition is a mixture of tetrachloroethylene and phosphorus trichloride, wherein the concentration of tetrachloroethylene is 8%. And (2) opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 550 ℃ in the methane atmosphere, pumping a mixture of tetrachloroethylene and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, wherein the conversion rate of the phosphorus trichloride is 18.5 percent, and the yield is 93.1 percent calculated by the converted phosphorus trichloride.
Example 3
The raw material composition is a mixture of tetrachloroethylene and phosphorus trichloride, wherein the concentration of tetrachloroethylene is 6%. And (2) opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 550 ℃ in the methane atmosphere, pumping a mixture of tetrachloroethylene and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, wherein the conversion rate of the phosphorus trichloride is 16.5 percent, and the yield is 93.7 percent calculated by the converted phosphorus trichloride.
Example 4
The raw material composition is a mixture of tetrachloroethylene and phosphorus trichloride, wherein the concentration of tetrachloroethylene is 4%. And (2) opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 550 ℃ in the methane atmosphere, pumping a mixture of tetrachloroethylene and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, wherein the conversion rate of the phosphorus trichloride is 15.4 percent, and the yield is 93.5 percent calculated by the converted phosphorus trichloride.
Example 5
The raw material composition is a tetrabromoethylene and phosphorus trichloride mixture, wherein the concentration of the tetrabromoethylene is 8%. And (2) opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 550 ℃ in the methane atmosphere, pumping the mixture of tetrabromoethylene and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, wherein the conversion rate of the phosphorus trichloride is 19.3 percent, and the yield is 94.1 percent in terms of the converted phosphorus trichloride.
Example 6
The raw material composition is a mixture of 1,1,1, 2-tetrachloroethane and phosphorus trichloride, wherein the concentration of the 1,1,1, 2-tetrachloroethane is 8%. And (2) opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 550 ℃ in the methane atmosphere, pumping a mixture of 1,1,1, 2-tetrachloroethane and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, and obtaining the yield of 93.2 percent by the conversion of phosphorus trichloride, wherein the conversion rate of phosphorus trichloride is 15.7 percent.
Example 7
The raw material composition is a mixture of 1,1,1, 2-tetrabromoethane and phosphorus trichloride, wherein the concentration of the 1,1,1, 2-tetrabromoethane is 8%. Opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 550 ℃ in the methane atmosphere, pumping a mixture of 1,1,1, 2-tetrabromoethane and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, and obtaining the yield of 93.7 percent by the conversion of the phosphorus trichloride with the conversion rate of 16.3 percent.
Example 8
The raw material composition is a mixture of 1,1,1, 2-tetrabromoethane and phosphorus trichloride, wherein the concentration of the 1,1,1, 2-tetrabromoethane is 8%. Opening a methane inlet valve at the lower part of the synthesis column to control the methane inlet speed to be 120 liters/hour, heating the synthesis column to 500 ℃ in the methane atmosphere, pumping a mixture of 1,1,1, 2-tetrabromoethane and phosphorus trichloride into the synthesis column from a feed inlet at the lower part of the synthesis column after the temperature is stable, collecting the synthesis gas from the upper part of the synthesis column by a quenching tower, wherein the conversion rate of the phosphorus trichloride is 15.1 percent, and the yield is 94.2 percent based on the converted phosphorus trichloride.
The above examples are only for illustrating the technical concept and features of the present invention, and are not intended to limit the scope of the present invention. All equivalent changes or modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.
Claims (6)
1. A method for synthesizing an organophosphorus compound, comprising the steps of:
introducing methane into the tubular reactor, and heating the tubular reactor to 450-600 ℃ in the methane atmosphere; after the temperature is stable, introducing a mixture of phosphorus trichloride and a catalyst into a tubular reactor, and carrying out a synthetic reaction of phosphorus trichloride and methane under the catalytic action of the catalyst and at the temperature of 450-600 ℃ for 0.1-1.0 second to obtain a product, namely methyl phosphine dichloride;
the general formula of the catalyst is CnH2n+2-xRxOr CnH2n-xRx(ii) a Wherein: n and x are numbers 1,2, 3, 4, 5, 6, 7 and 8; wherein R is halogen fluorine, chlorine, bromine or iodine.
2. The synthesis method according to claim 1, characterized in that the catalyst is: the mixture is prepared by mixing any one, two or more than two of tetrachloroethylene, tetrabromoethylene, 1,1,1, 2-tetrachloroethane, 1,1,1, 2-tetrabromoethane, pentachloroethane, pentabromoethylene, hexachloroethane and hexabromoethane in any proportion.
3. The synthesis method of claim 1, wherein the catalyst is used in an amount of 1-12% by mass of the raw material phosphorus trichloride; the feeding ratio of the methane is 1 to 10 times of the equivalent of the molar weight of the phosphorus trichloride.
4. The synthesis method of claim 3, wherein the catalyst is used in an amount of 3-8% by mass based on the mass of the raw material phosphorus trichloride; the feeding ratio of the methane is 3-6 times of the equivalent of the molar weight of the phosphorus trichloride.
5. The method as claimed in claim 1, wherein the synthesis temperature is controlled to 480-580 ℃.
6. The synthesis method according to claim 1, wherein the tubular reactor is a synthesis column filled with nickel balls.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113501845A (en) * | 2021-09-09 | 2021-10-15 | 潍坊新绿化工有限公司 | Method for synthesizing methyl phosphorus dichloride based on carbon microsphere loaded iron-nickel-cerium catalyst |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864190A (en) * | 2018-08-01 | 2018-11-23 | 河北威远生物化工有限公司 | A method of producing alkyl phosphorus dichloride |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864190A (en) * | 2018-08-01 | 2018-11-23 | 河北威远生物化工有限公司 | A method of producing alkyl phosphorus dichloride |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113501845A (en) * | 2021-09-09 | 2021-10-15 | 潍坊新绿化工有限公司 | Method for synthesizing methyl phosphorus dichloride based on carbon microsphere loaded iron-nickel-cerium catalyst |
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Application publication date: 20210226 |