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CN-122029173-A - Environment-friendly method for preparing triphenylphosphine

CN122029173ACN 122029173 ACN122029173 ACN 122029173ACN-122029173-A

Abstract

The present invention relates to a process for preparing triphenylphosphine comprising heat treating a diphenylphosphine chloride feedstock at a temperature of 280-480 ℃ to prepare triphenylphosphine, wherein the content of phenylphosphine dichloride in the diphenylphosphine chloride feedstock is no more than 35 wt.%, based on the total weight of the diphenylphosphine chloride feedstock.

Inventors

  • ZOU YINGQUAN
  • JIAO HONGJUN
  • PANG YULIAN
  • SHE XIAOMING

Assignees

  • 湖北固润科技股份有限公司

Dates

Publication Date
20260512
Application Date
20250814
Priority Date
20240815

Claims (14)

  1. A process for preparing triphenylphosphine comprising heat treating a diphenylphosphine chloride feedstock at a temperature of 280-480 ℃ to prepare triphenylphosphine, wherein the content of phenylphosphine dichloride in the diphenylphosphine chloride feedstock is no more than 35 wt%, based on the total weight of the diphenylphosphine chloride feedstock.
  2. The process according to claim 1, wherein the content of phenyl phosphine dichloride in the diphenyl phosphine chloride feed is not more than 30 wt%, preferably not more than 28 wt%, more preferably not more than 22 wt%, still more preferably not more than 15 wt%, especially not more than 8 wt%, especially not more than 3 wt%, most preferably not more than 1 wt%, e.g. not more than 0.5 wt%, based on the total weight of the diphenyl phosphine chloride feed.
  3. The process according to claim 1 or2, wherein the content of said diphenyl phosphine chloride in said diphenyl phosphine chloride starting material is at least 65 wt. -%, preferably at least 70 wt. -%, more preferably at least 80 wt. -%, even more preferably at least 88 wt. -%, still more preferably at least 95 wt. -%, such as at least 98 wt. -%, based on the total weight of said diphenyl phosphine chloride starting material.
  4. A process according to any one of claims 1 to 3, wherein the heat treatment temperature is 300 to 450 ℃, preferably 320 to 400 ℃, more preferably 330 to 390 ℃.
  5. The method according to claim 4, wherein the heat treatment temperature is in particular 340-370 ℃, especially 345-360 ℃, most preferably 345-355 ℃, such as about 350 ℃.
  6. A method according to any one of claims 1-5, wherein the highest pressure (gauge) during the heat treatment is at least 0.05MPa, preferably at least 0.08MPa, such as 0.05-6MPa, more preferably 0.08-5MPa, still more preferably 0.1-2MPa or 0.1-0.3MPa.
  7. The method according to any one of claims 1 to 6, wherein the heat treatment is performed under autogenous pressure.
  8. The method according to any one of claims 1-7, wherein the time of the heat treatment is at least 0.4 hours, preferably 0.4-12 hours, more preferably 0.6-8 hours, especially 0.8-8 hours, most preferably 1.5-2.5 hours, such as about 2 hours.
  9. The process according to any one of claims 1 to 8, wherein the phosphorus trichloride content of the diphenylphosphine chloride starting material is not more than 5% by weight, preferably not more than 2% by weight, more preferably not more than 1% by weight, such as not more than 0.5% by weight or not more than 0.1% by weight, based on the total weight of the diphenylphosphine chloride starting material.
  10. The method according to any one of claims 1 to 9, wherein the heat treatment is performed under stirring.
  11. The process according to any one of claims 1 to 10, wherein the product mixture resulting from the process comprises triphenylphosphine, phenyldichlorophosphine and diphenylphosphine chloride.
  12. The process according to claim 11, wherein the content of triphenylphosphine in the reaction mixture after completion of the heat treatment is at least 15 wt%, preferably at least 20 wt%, such as 15-60 wt% or 20-50 wt%, based on the total weight of triphenylphosphine, phenyl phosphine dichloride and diphenyl phosphine chloride in the reaction mixture.
  13. A process according to any one of claims 1 to 12, wherein the process comprises heat treating the diphenyl phosphine chloride feedstock at a temperature of 300 to 450 ℃, the highest pressure (gauge pressure) during the heat treatment being at least 0.05MPa, the time of the heat treatment being at least 0.4 hours, and The diphenyl phosphine chloride in the diphenyl phosphine chloride raw material has a diphenyl phosphine chloride content of at least 65 wt%, a phenyl phosphine dichloride content of not more than 30 wt%, and a phosphorus trichloride content of not more than 5 wt%, based on the total weight of the diphenyl phosphine chloride raw material.
  14. A process according to any one of claims 1 to 13, wherein the process comprises heat treating the diphenyl phosphine chloride feedstock at a temperature of 345 to 355 ℃, the highest pressure (gauge) during the heat treatment being 0.15 to 0.3MPa (preferably the heat treatment is carried out at autogenous pressure), the time of the heat treatment being 1.5 to 2.5 hours, and The diphenyl phosphine chloride in the diphenyl phosphine chloride feedstock has a diphenyl phosphine chloride content of at least 98wt%, a phenyl phosphine dichloride content of no more than 1wt%, and a phosphorus trichloride content of no more than 0.1 wt% (preferably no phosphorus trichloride), based on the total weight of the diphenyl phosphine chloride feedstock.

Description

Environment-friendly method for preparing triphenylphosphine Technical Field The invention relates to a method for preparing triphenylphosphine, by which triphenylphosphine can be obtained by a one-step reaction. Technical Field Triphenylphosphine has wide application in the chemical industry field, and is an important catalyst for synthesizing fine chemicals, a catalyst for petroleum processing, a novel biocatalytic technology and catalyst, a novel and efficient catalyst for environmental protection, a novel catalyst for organic synthesis, a novel and efficient catalyst for polyolefin, a novel material for catalyst carrier and various novel catalytic materials, and can also be used as a functional fine chemical, a novel papermaking special chemical, a novel oilfield chemical suitable for protecting exploitation and improving petroleum recovery, a novel surfactant, a high-performance and water-based functional coating and auxiliary agent, a novel textile dyeing and finishing auxiliary agent, a high-performance environment-friendly adhesive, a novel, safe and environment-friendly pigment and dye, and a high-performance and environment-friendly leather chemical. Triphenylphosphine can also be used as an intermediate for synthesizing various important chemical products such as beta-carotene, cefprozil and cefdinir. The synthesis method for industrial production of triphenylphosphine mainly comprises (1) a Grignard method (sodium method) metal sodium method, and reacting the sodium metal stirred at high speed with chlorobenzene and phosphorus trichloride to obtain triphenylphosphine. The method has stronger technical performance, in particular to sodium sand beating equipment, which aims to solve the problem of good sodium dispersion, and water is avoided in operation, because sodium with high activity is easy to react with water to explode. Therefore, the production process has larger potential safety hazard and high risk. (2) In the Grignard reagent method (Grignard method), phenyl magnesium halide and phosphorus trichloride are used as raw materials, reactants are heated, and triphenylphosphine can be generated by the reaction of the reactants, and a small amount of by-product triphenylphosphine oxide is accompanied. The method has the defects of high cost, low yield, poor economic benefit and the like. (3) Friedel-crafts method is to obtain triphenylphosphine by reacting thiophosphonyl chloride with benzene to generate triphenylphosphine sulfide under the action of excessive aluminum trichloride, and desulfurizing (reducing) with iron filings or sodium naphthalene. However, the triphenylphosphine product reduced by the iron powder has poor quality and yellow color, and a large amount of solid waste is generated by adopting aluminum trichloride, iron powder and the like as catalysts, so that the triphenylphosphine product is not easy to treat and pollutes the environment. (4) Triphenylphosphine oxide reduction, however, the reducing agent used in triphenylphosphine oxide reduction is relatively expensive. In view of the foregoing, there is a need to develop a method for synthesizing triphenylphosphine, which is environment-friendly, low in cost, high in quality and simple in operation. Disclosure of Invention The invention aims to provide a method for preparing triphenylphosphine, which is environment-friendly, safe, low in cost, high in quality and simple in operation, does not need a solvent or a cosolvent, and has readily available raw materials. The technical scheme for achieving the aim of the invention can be summarized as follows: 1. A process for preparing triphenylphosphine comprising heat treating a diphenylphosphine chloride feedstock at a temperature of 280-480 ℃ to prepare triphenylphosphine, wherein the content of phenylphosphine dichloride in the diphenylphosphine chloride feedstock is no more than 35 wt%, based on the total weight of the diphenylphosphine chloride feedstock. 2. The process according to embodiment 1, wherein the content of phenyl phosphine dichloride in the diphenyl phosphine chloride feed is not more than 30 wt. -%, preferably not more than 28 wt. -%, more preferably not more than 22 wt. -%, still more preferably not more than 15 wt. -%, especially not more than 8 wt. -%, especially not more than 3 wt. -%, most preferably not more than 1 wt. -%, e.g. not more than 0.5 wt. -%, based on the total weight of the diphenyl phosphine chloride feed. 3. The process according to embodiment 1 or2, wherein the content of the diphenylphosphine chloride in the diphenylphosphine chloride starting material is at least 65 wt%, preferably at least 70 wt%, more preferably at least 80 wt%, even more preferably at least 88 wt%, still more preferably at least 95 wt%, e.g. at least 98 wt%, based on the total weight of the diphenylphosphine chloride starting material. 4. The method according to any of embodiments 1-3, wherein the heat treatment temperature is 300-450 ℃, preferably 320-400 ℃, more pr