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A kind of preparation method of pentafluorophenol

A technology of pentafluorophenol and pentafluoroanisole, which is applied in the preparation of organic compounds, ether preparation, chemical instruments and methods, etc. It can solve the problem that sodium methoxide is easy to oxidize and hydrolyze and deteriorate, cannot be scaled up for industrial production, and it is difficult to control the reaction temperature, etc. problems, to achieve the effect of easy control of reaction temperature, avoiding high temperature and pressurized conditions, and solving stirring problems

Active Publication Date: 2017-11-28
KINGCHEM LIAONING CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] 1) Hexafluorobenzene reacts with sodium methoxide to obtain pentafluoroanisole, which is then cracked with hydroiodic acid to obtain pentafluorophenol: the sodium methoxide used is easy to oxidize and hydrolyze and deteriorate, and the hydroiodic acid used is expensive
[0012] 2) Pentafluorophenetole is obtained by reacting hexafluorobenzene with potassium hydroxide and ethanol under high pressure at 120°C. The etherification reaction temperature is high, high-pressure equipment is required, and the product yield is low
[0013] 3) Hexafluorobenzene and sodium methoxide are refluxed in methanol to obtain pentafluoroanisole, and then cracked with aluminum trichloride at 120°C to obtain pentafluorophenol. Stirring is solidified, it cannot be stirred, it is difficult to control the reaction temperature, there are potential safety hazards, and industrial production cannot be scaled up
[0014] It can be seen that the synthesis of pentafluorophenol with hexafluorobenzene as the starting material requires high temperature and pressurized reaction conditions of 120 ° C, which is difficult to control the reaction, requires high equipment, unstable yield, large energy consumption, and is not conducive to industrial production. Therefore, it cannot meet the needs of fields such as medicine, pesticides and liquid crystal materials.

Method used

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  • A kind of preparation method of pentafluorophenol
  • A kind of preparation method of pentafluorophenol
  • A kind of preparation method of pentafluorophenol

Examples

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Embodiment 1

[0093] Example 1: Preparation process of pentafluorophenol

[0094] Step 1: Preparation of pentafluoroanisole (etherification)

[0095] Hexafluorobenzene (146g) was added to a 1L four-neck flask, and methanol solution of potassium hydroxide (46g potassium hydroxide, 138g methanol) was added dropwise at 35-45°C, and the reaction was continued for 5-10 hours after the addition. After the reaction, the temperature was lowered to room temperature, water was added, the layers were separated, and the organic layer was rectified to collect fractions at 138-139° C. to obtain pentafluoroanisole (127 g) as a colorless and transparent liquid. The yield was 82%.

[0096] Step 2: Preparation of pentafluorophenol (pyrolysis)

[0097] Add 1,2-dichloroethane (190g) and aluminum trichloride (95g) to a 1L four-neck flask, add pentafluoroanisole (117g) dropwise at 50-60°C, and continue the reaction for 4 hours after the addition. After the reaction, it was cooled to room temperature, water was added, ...

Embodiment 2

[0100] Example 2: Preparation process of pentafluorophenol (preparation of pentafluorophenol by one-step method of hexafluorobenzene)

[0101] Add tert-butanol (500g), potassium hydroxide (75g) and hexafluorobenzene (100g) into a 2L four-neck flask, and react at 60-70°C for 3 hours. After the reaction, the temperature was reduced to room temperature, water was added, and the solvent was evaporated. The aqueous layer was acidified with hydrochloric acid and extracted with methyl tert-butyl ether. The organic layers were combined and then rectified. The solvent was first evaporated, and then the 142-144°C fraction was collected. The pentafluorophenol (69g) was obtained as a white to light brown solid with a melting point of 34-36°C and a yield of 70%.

[0102] The synthetic route of pentafluorophenol in this preparation process is as follows:

[0103]

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Abstract

The invention relates to a preparation method for pentafluorophenol. By taking hexafluorobenzene as an initial raw material, pentafluorophenol is prepared through etherification reaction and cracking reaction or by taking hexafluorobenzene as the initial raw material, pentafluorophenol is prepared by virtue of a one-step method. The preparation method provided by the invention does not need high temperature and pressurization, is less in energy consumption, and does not use expensive hydroiodic acid, so that the cost of the raw materials is low. Moreover, wastewater generated by etherification reaction is less, so that the preparation method is environmental-friendly; Cracking is carried out in a solvent, the material stirring effect is good, the reaction temperature is easy to control, and industrialization is easy to implement.

Description

Technical field [0001] The invention relates to the field of chemical engineering, in particular to a method for preparing polyfluorophenol, and more specifically to a method for preparing pentafluorophenol. Background technique [0002] Pentafluorophenol (PFP), also known as 2,3,4,5,6-pentafluorophenol, pentafluorophenol, its molecular formula is C 6 HF 5 O, the molecular weight is 184.06, and the CAS registration number is 771-61-9. Pentafluorophenol is a white crystal, easy to absorb water, with a melting point of 34-36°C and a boiling point of 143°C. It is soluble in water, but has little solubility and is weakly acidic. Its chemical structure is as follows: [0003] [0004] Pentafluorophenol is an important intermediate, mainly used in the preparation of pharmaceutical, liquid crystal and polymer material intermediates. For example, in the fields of medicine and pesticides, pentafluorophenol is mostly used to prepare pentafluorophenyl active esters for peptide synthesis. In ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C39/27C07C37/055C07C37/02
CPCC07C37/02C07C37/055C07C41/01C07C39/27C07C43/225
Inventor 赵阳李振威付立民李德刚李文捷刘广生
Owner KINGCHEM LIAONING CHEMICAL CO LTD
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