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Method for preparing phenol by directly hydrocylating benzene

A phenol and direct technology, applied in the field of direct hydroxylation of benzene to phenol with high selectivity, can solve the problems of multiple reaction steps and high energy consumption, and achieve the effects of high selectivity, high conversion efficiency and high utilization rate

Inactive Publication Date: 2002-12-18
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the route of industrial production of phenol is mainly the cumene method, which has many reaction steps and high energy consumption

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 3

[0038] Cobalt dodecyl sulfonate / 0.5 35 41 85 13.1 Example 3: The concentration of aqueous solution of dilute sulfuric acid and the influence of its volume ratio to the ionic liquid on the reaction

[0039] Iron dodecylsulfonate (0.5 mmol) was dissolved in 1-octyl-3-methylimidazolium hexafluorophosphate ionic liquid (10 milliliters), and dilute aqueous sulfuric acid solutions of different concentrations formed a two-phase system, and the rest Operation is with embodiment 1. The experimental results are listed in Table 3.

[0040] Table 3 Effect of dilute sulfuric acid solution concentration and its volume ratio to ionic liquid on the reaction dilute H 2 SO 4 Aqueous Concentrated Ionic Liquid / Dilute H 2 SO 4 Water Benzene conversion H 2 o 2 Turn H 2 o 2 Choose TOF / h -1 Degree, mmol / L solution (volume / volume) rate / % conversion rate / % selectivity / %

[0041] 5 10 / 250 44 50 88 16.5

[0042] 50 10 / 250 54 60 90 20.3

[0043] 50 10 / 500 47 53 89 17.6

Embodiment 4

[0044] 75 10 / 250 37 46 80 13.9 Example 4: Catalyst / ionic liquid reuse experiment

[0045] In a 1000 mL round bottom flask, dissolve an accurately weighed amount of ferric dodecylsulfonate salt catalyst (1 mmol) in 20 mL of 1-octyl-3-methylimidazolium hexafluorophosphate ionic liquid Add 20 milliliters (0.22 moles) of benzene and 500 milliliters of dilute sulfuric acid aqueous solution with a concentration of 50 mmol / liter, heat up to 50 ° C under stirring, add hydrogen peroxide aqueous solution (30%, 24 milliliters, 0.22 moles), and continue to stir the reaction 6 hours. After cooling to room temperature, the product and unreacted benzene were extracted with diethyl ether (100 ml×3). The analysis steps are the same as in Example 1.

[0046] Add 20 milliliters of benzene to the water / ionic liquid two-phase reaction system that extracts the product and benzene, and then supplement the hydrogen peroxide consumed in the last experiment for the reaction, so that the water / ionic...

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Abstract

The method for preparing phenol by direct hydroxylation of benzene is characterized by that in the two-phase system formed from water and non-aqueous ion liquid the dodecyl sulfonate of transition metal is used as catalyst, 30% hydrogen peroxide is uses as oxidant, in which the dodecyl sulfonate of transition metal as catalyst and reactant benzene are dissolved in ion liquid, but insoluble in water phase, and the hydrogen peroxide oxidant and product phenol are soluble in water phase, but insoluble in ion liquid phase. The mole ratio of catalyst and benzene is 0.4-1:225, and the mole ratio ofbenzene and hydrogen peroxide dosage is 1:1-2, and the volume ratio of ion liquid and water is 1:25-50. Said two-phase reaction system can be stirred and reacted for 4-8 hr, at 30-70 deg.C the benzene can be high-selectively oxidized into phenol.

Description

technical field [0001] The invention relates to a method for preparing phenol by direct hydroxylation of benzene with high selectivity. Background technique [0002] Phenol is an important chemical raw material. In 2000, the world output of phenol exceeded 6.6 million tons. At present, the route of industrial production of phenol is mainly the cumene method, which has many reaction steps and high energy consumption. The direct hydroxylation of benzene to phenol is a new method that is being actively researched and developed at present, and the route that has been studied more is to use benzene and hydrogen peroxide as raw materials to directly oxidize benzene in the presence of a catalyst to generate phenol (D.Bianchi, R. Bortolo, R. Tassinari, M. Ricci, R. Vignola, Angew. Chem. Int Ed., 2000, 39, 4321-4323). Compared with the cumene method, the benzene direct hydroxylation method has fewer reaction steps, and there is no problem that the production scale is restricted by ...

Claims

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Application Information

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IPC IPC(8): C07C37/60C07C39/04
CPCY02P20/52
Inventor 邓友全彭家建石峰
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI