Preparation method of o-dihydroxybenzene

A technology of catechol and cyclohexanediol, which is applied in the field of preparing catechol, can solve the problems of high energy consumption, prolong catalyst life, and difficulty, and achieve the effects of reduced energy consumption, high yield, and prolonged life

Active Publication Date: 2014-10-01
昌德新材科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Meanwhile, the method for preparing catechol with cyclohexene as a raw material first prepares 1,2-cyclohexanediol by oxidizing cyclohexene, then obtains 1,2-cyclohexanediol through steps such as extraction and distillation, and then Dehydrogenate 1,2-cyclohexanediol to obtain catechol, and prepare catechol according to this method. Since the amount of solvent and the like is very large in the industrial application process, the energy consumption of extraction or distillation is very high. High, thereby greatly reducing its industrial application value, and the inventors of the present invention try to imagine whether it is not possible to separate, and directly dehydrogenate the liquid phase product mainly comprising 1,2-cyclohexanediol obtained by oxidizing cyclohexene The preparation of catechol can greatly reduce energy consumption and greatly save operating procedures, and it is found that the liquid phase product

Method used

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  • Preparation method of o-dihydroxybenzene
  • Preparation method of o-dihydroxybenzene
  • Preparation method of o-dihydroxybenzene

Examples

Experimental program
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Effect test

Embodiment 1

[0041] (1) Using acetone as an organic solvent, contact cyclohexene and hydrogen peroxide (30% by mass) with titanium-silicon molecular sieve TS-1, wherein the molar ratio of cyclohexene to hydrogen peroxide calculated as hydrogen peroxide is 1:1.2, The mass ratio of acetone, titanium silicon molecular sieve and cyclohexene is 15:0.05:1, and hydrochloric acid is added to adjust the pH value to 4, and they are contacted at 60°C for 3 hours to obtain a reaction solution containing 1,2-cyclohexanediol (cyclohexanediol The conversion rate of hexene is 98.1%, the selectivity of 1,2-cyclohexanediol is 98.8%), the reaction liquid containing 1,2-cyclohexanediol is successively passed through cation exchange resin and anion exchange resin to remove the Anions (such as chloride ions, etc.) and cations (such as titanium ions, etc.) to obtain a dehydrogenation stock solution;

[0042] (2) Put the dehydrogenation catalyst into the reaction kettle, then introduce the dehydrogenation stock s...

Embodiment 2

[0044] Catechol was prepared according to the method of Example 1, except that the liquid-phase catalytic dehydrogenation conditions in step (2) were changed, and the results are shown in Table 1.

[0045] Table 1

[0046]

[0047]

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Abstract

The invention provides a preparation method of o-dihydroxybenzene. The preparation method comprises the following steps: (1) under a reaction condition that can convert cyclohexene into 1,2-cyclohexanediol through oxidation, contacting cyclohexene and an oxidant with a catalyst so as to obtain reaction fluid containing 1,2-cyclohexanediol, removing the negative ions and positive ions in the reaction fluid so as to obtain dehydrogenation stock solution; (2) under a liquid phase catalytic dehydrogenation condition, contacting the dehydrogenation stock solution with a dehydrogenation catalyst. In this preparation method, 1,2-cyclohexanediol does not need to be removed before the hydrogenation preparation of o-dihydroxybenzene, so the preparation method has the advantages of simple technology, reduced energy consumption, and high o-dihydroxybenzene yield, and has a very high industrial application value.

Description

technical field [0001] The invention relates to a method for preparing catechol. Background technique [0002] Catechol, also known as catechol, is an organic phenol commonly found in fruits and vegetables, and is a component of plant tannins. Catechol is an important chemical intermediate, which can be used in the manufacture of rubber hardeners, electroplating additives, skin antiseptics, hair dyes, and photographic developers. [0003] CN1160703A discloses a production method of catechol, which is to oxidize cyclohexene with hydrogen peroxide in the presence of formic acid, then directly add alkali to neutralize, hydrolyze into 1,2-cyclohexanediol, and then extract with ethyl acetate , and then evaporate the solvent to obtain 1,2-cyclohexanediol, and then pass through the vaporized and superheated 1,2-cyclohexanediol aqueous solution vapor on the fixed bed equipped with Ni / diatomaceous earth catalyst, and carry out catalytic dehydrogenation to obtain To obtain catechol,...

Claims

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Application Information

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IPC IPC(8): C07C37/06C07C39/08
CPCC07C29/48C07C37/06C07C2601/14C07C33/14C07C39/08
Inventor 何嘉勇蒋卫和林民肖海军屈铠甲郑红翠王德清姜红军汪燮卿
Owner 昌德新材科技股份有限公司
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