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Method for preparing phenol or alkylphenol from methoxyphenol compounds

A technology of methoxyphenol and alkylphenol, which is applied in the field of high-value utilization of biomass, can solve the problems such as the separation and utilization of by-product methanol, which are rarely involved in research, the ability to reach 65 bar, and the difficulty of product separation and purification, so as to achieve price stability. High efficiency, good application prospects, and high utilization of reactive atoms

Active Publication Date: 2020-09-11
BEIJING FORESTRY UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] According to the reports so far, the above-mentioned reactions have the following common problems: first, the reaction temperature is relatively high, and the reactions all occur above 240°C, sometimes even as high as 450°C; 2 It can only take place under atmospheric conditions, and the pressure during the reaction is relatively high, and sometimes the reaction pressure can even be as high as 65bar to react; the third is that the reaction almost all uses high-boiling alkanes as the reaction solvent, which makes it difficult to separate and purify the product; The catalyst system for this reaction all uses supported metal catalysts, such as MoN-A, Mo / C, NiMo / Al 2 o 3 , α-MoC 1-x / AC, MoWBO x / AC, MoN / SBA15, MoC x / C, Re / ZrO 2 , WP / SiO 2 , Au / TiO 2 、Ce 0.6 Zr 0.4 o 2 , CoFe@NC, etc., the reaction conditions of the catalytic system used are harsh, the catalyst is expensive and the preparation is complicated, and the yield of the prepared product is low, and the product is difficult to separate and purify.
In addition, while this reaction produces alkylphenol, it also generates some by-products of methanol, but there are few studies on the separation and utilization of by-product methanol in the prior art.

Method used

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  • Method for preparing phenol or alkylphenol from methoxyphenol compounds
  • Method for preparing phenol or alkylphenol from methoxyphenol compounds
  • Method for preparing phenol or alkylphenol from methoxyphenol compounds

Examples

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preparation example Construction

[0027] The present invention proposes a kind of preparation method of phenol or alkylphenol, it comprises the following steps:

[0028] The methoxyphenol compound reacts in the water phase at a temperature of 120-220° C. under the condition of Raney nickel catalyst to obtain a solution containing phenol or alkylphenol; the product is separated.

[0029]

[0030] The invention discloses a method for preparing alkylphenol by selective catalytic conversion and demethoxylization of methoxyphenol compounds. In the method, the methoxy phenol compound is heated in an aqueous solution in the presence of a Raney nickel catalyst to remove the methoxy group to prepare an alkyl phenol. The catalyst used in the present invention is a cheap Raney nickel catalyst, which has a wide range of applications in industry, and avoids the defect that the reaction in the prior art must be reacted under an expensive, complex preparation method supported metal catalyst , has a very good cost advanta...

Embodiment 1

[0059] Different types of Raney nickel catalysts catalyzed the conversion of 2-methoxy-4-n-propylphenol to 4-n-propylphenol by selective demethoxylation. Specific steps are as follows:

[0060] Take by weighing raw material 2-methoxy-4-n-propylphenol 0.5mmol, Raney nickel catalyst 0.1 gram, water 3ml, join in the stainless steel reactor of 10ml, heat reactor to required temperature (in the present embodiment The reaction temperature is 180° C.), and after the reaction is completed (the reaction time is controlled to be 6 h), the reaction kettle is cooled to room temperature.

[0061] The catalyst was held by a magnet, the reaction solution was poured into a separatory funnel, and extracted with ethyl acetate (3×10ml). The extracted solution was added with 20ul of n-dodecane as an internal standard, and then analyzed by gas chromatography.

[0062] Gas chromatographic analysis conditions: GC6890 gas chromatograph, FID detector, capillary column (HP-5, 30m×0.250mm×0.25μm), take...

Embodiment 2

[0070] Selective demethoxylation of 2-methoxy-4-n-propyl phenol over Raney nickel catalysts to prepare 4-n-propyl phenol in different solvent systems. Specific steps are as follows:

[0071] Weigh raw material 2-methoxy-4-n-propylphenol 0.5mmol, Raney-4200 Raney nickel catalyst 0.1 gram, solvent 3ml, join in the stainless steel reactor of 10ml, heat reactor to required temperature (this implementation The reaction temperature in the example is 180° C.), and after the reaction is finished (the reaction time is controlled to be 6 hours), the reaction kettle is cooled to room temperature.

[0072] If water is used as solvent, then utilize magnet to hold catalyzer, reaction solution is poured in separatory funnel, by ethyl acetate (3 * 10ml) extraction, the solution after extraction adds 20ul n-dodecane as internal standard, Analysis is then performed by gas chromatography. If it is a reaction system with other organic solvents, remove the supernatant liquid after the reaction a...

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Abstract

The invention mainly aims to provide a method for preparing phenol or alkylphenol from methoxyphenol compounds. The method comprises the following step of: performing a reaction on a methoxyphenol compound in a water phase at the temperature of between 120 and 220 DEG C under the condition of a Raney nickel catalyst to obtain phenol or alkylphenol. The technical problem to be solved is to providea water-phase reaction system which does not need to additionally introduce hydrogen and is used for a medium-low-temperature normal-pressure reaction. The defect that phenol or alkylphenol can only react in a high-boiling-point organic solvent phase in a high-temperature and high-pressure hydrogen atmosphere through a supported metal catalyst when the phenol or alkylphenol is prepared from methoxyphenol compounds in the prior art is overcome; according to the technical scheme, the method is mild in reaction condition, low in catalyst cost, convenient to separate and purify, high in reaction conversion rate and good in alkylphenol selectivity, and is more practical.

Description

technical field [0001] The invention relates to the technical field of high-value utilization of biomass, in particular to a method for preparing phenol or alkylphenol from methoxyphenol compounds. Background technique [0002] With the rapid consumption of non-renewable energy such as petroleum and coal, and the growing demand for energy and chemical products due to the rapid development of the global economy, it is urgent to find alternative products that use renewable energy as raw materials. [0003] Lignin is an amorphous aromatic polymer widely present in plants. As the second most abundant natural polymer on land, it is an extremely abundant renewable energy source. However, lignin has long been a by-product of industries such as papermaking and biorefining, lacking high-value applications. Current research has found that lignin can be selectively degraded under high temperature and the action of a catalyst to obtain a mixture rich in methoxyphenol compounds. The c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C37/00C07C37/72C07C39/04C07C39/06C07C39/07C01B3/32C10L1/02
CPCC01B3/326C07C37/00C07C37/72C10L1/02C07C39/06C07C39/07C07C39/04Y02P20/52
Inventor 孙卓华袁同琦洪思
Owner BEIJING FORESTRY UNIVERSITY
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