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Method for selective preparation of p-xylene and toluene from p-methylcyclohexene carboxaldehyde

A technology of methylcyclohexene formaldehyde and p-xylene, which is applied in chemical instruments and methods, production of hydrocarbons, and bulk chemicals, etc., can solve the problems of high energy consumption and long process routes.

Active Publication Date: 2016-06-29
DALIAN 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

In addition, the co-production process of aromatics requires hydrogenation, reforming, aromatics conversion, separation and other steps to obtain toluene and xylene under the conditions of catalyst and high temperature and high pressure. Industrial production is of great significance

Method used

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  • Method for selective preparation of p-xylene and toluene from p-methylcyclohexene carboxaldehyde
  • Method for selective preparation of p-xylene and toluene from p-methylcyclohexene carboxaldehyde
  • Method for selective preparation of p-xylene and toluene from p-methylcyclohexene carboxaldehyde

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Experimental program
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Effect test

Embodiment 1

[0023] Preparation of supported catalysts: All supported catalysts were prepared by equal-volume impregnation method, with Pt / Al 2 o 3 As an example, the preparation process is as follows: Weigh 1.59g of chloroplatinic acid solution containing Pt3.767wt%, add water to dilute to 3.6g, and 5.94g of alumina (ground to 60-80 mesh, specific surface area> 280m 2 / g, pore volume > 0.37m 3 / g, bulk density 710kg / m 3 ) was immersed in the solution, dried at 80°C for 1 hour, dried at 120°C overnight, calcined at 500°C in air for 4 hours, cooled to room temperature and reduced with hydrogen at 300°C (60ml / min / g). Room temperature, O 2 / N 2 Mixed gas (O 2 Volume content 1%) in passivation 4h, obtain 1wt% / Al 2 o 3 , to collect the catalyst for later use.

[0024]According to the above method, Pt, Ru, Ir, Rh, Pd, Ni catalysts loaded on activated carbon, alumina, silica, zirconia, and titania were prepared respectively, and the loading amount was 1 wt%.

[0025] The bimetallic catal...

Embodiment 2

[0027] 1wt% Pt / Al is filled in the tubular reactor (inner diameter 10mm) 2 o 3 (60-80 mesh) solid catalyst 1.0g, heated to 400 ° C, with N 2 The carrier gas was purged for half an hour to remove water, then 5.0 g of the reaction raw material was added to the raw material bottle, the temperature was raised to 150 ° C, and the 2 The carrier gas is used to introduce the reaction raw materials into the tubular reactor to ensure their circulation in the catalyst layer for reaction. The carrier gas flow rate is controlled at 30ml / min. The tail of the reactor receives a collecting bottle, which is cooled by liquid nitrogen to ensure that the product is completely collected. Weigh at last, calculate conversion rate and product yield quantitatively in conjunction with GC-MS, and reaction result is listed in Table 1.

Embodiment 3-7

[0029] Other reaction conditions were the same as in Example 2, and the carrier gas flow rate was controlled to be 10ml / min, 100ml / min, 200ml / min, 300ml / min, 400ml / min respectively. The reaction results are listed in Table 1.

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Abstract

The invention relates to a method for selective preparation of p-xylene and toluene from p-methylcyclohexene carboxaldehyde. The method comprises that p-methylcyclohexene carboxaldehyde undergoes dehydroaromatization and in-situ hydrodeoxygenation reactions at a temperature of 200-500 DEG C in the presence of a loaded metal catalyst to produce p-xylene and toluene. The raw material undergoes a reaction in a fixed bed reactor. The raw material goes through a catalyst bed layer through inert gas purging so that p-xylene and toluene are obtained. The method has simple processes and high desired product selectivity. Isoprene and acraldehyde as raw materials from biomass resources undergo a one-step reaction to produce a substrate. The method provides a novel method for preparing a fragrant chemical product directly from biomass.

Description

technical field [0001] The present invention relates to the selective preparation of p-methylcyclohexene-1-carbaldehyde (also known as: 4-methyl-3-cyclohexene-1-carbaldehyde, English name: 4-Methyl-3-cyclohexene-1-carbaldehyde) Toluene and toluene method. Specifically, it is a method in which p-methylcyclohexene formaldehyde undergoes dehydroaromatization and in-situ hydrodeoxygenation at 150-500° C. under the action of a supported transition metal catalyst to generate p-xylene and toluene. The invention is carried out in a fixed-bed reactor, and the reaction raw materials pass through the catalyst bed layer under the purging of the inert gas to obtain p-xylene and toluene. The process has simple reaction procedure, high selectivity of target product, and the substrate can be obtained from isoprene and acrolein through Diels-Alder reaction. However, isoprene and acrolein can be obtained from both petroleum resources and biomass conversion, so the raw materials are renewable....

Claims

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Application Information

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IPC IPC(8): C07C1/207C07C15/08C07C15/06
CPCY02P20/52
Inventor 张涛李昌志代弢李为臻蔡海乐王爱琴张波
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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