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Method for selective synthesis of p-xylene from 4-methyl-3-cyclohexene-1-carbaldehyde

A technology of cyclohexene formaldehyde and p-xylene, which is applied in the direction of chemical instruments and methods, hydrocarbons, hydrocarbons, etc., can solve the problems of high energy consumption and long process route, and achieve high selectivity and simple reaction process , the effect of short reaction route

Active Publication Date: 2017-06-23
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

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

Method used

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  • Method for selective synthesis of p-xylene from 4-methyl-3-cyclohexene-1-carbaldehyde
  • Method for selective synthesis of p-xylene from 4-methyl-3-cyclohexene-1-carbaldehyde
  • Method for selective synthesis of p-xylene from 4-methyl-3-cyclohexene-1-carbaldehyde

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Effect test

Embodiment 1

[0040] Embodiment 1: fill 30wt%W in tubular reactor (inner diameter 10mm) 2 C / AC solid catalyst 1.0g, heated to 400°C, flowing nitrogen as a carrier gas from the upper part of the reaction tube at a flow rate of 20ml / min, using N 2 The carrier gas was purged for 1 hour to remove moisture, and the obtained 4-methyl-3-cyclohexene carboxaldehyde was injected into the vaporization chamber at 1 ml / h, and supplied to the catalyst layer under the guidance of nitrogen gas. After reacting for 1 h, 792 mg of an organic layer was obtained from the collection container at the lower end of the reaction tube. Combining GC-MS to quantitatively calculate the conversion rate and p-xylene yield, the reaction results are listed in Table 1

Embodiment 2-5

[0041] Embodiment 2-5: the same condition as embodiment 1, the catalyst is replaced by 30wt%W 2 C / CB, W 2 C / ACF, W 2 C / SiO 2 , W 2 C / Al 2 o 3 , Other reaction conditions are identical with embodiment 1, calculate the conversion rate and yield of reaction, reaction result is listed in table 1.

[0042] Embodiment 6-11: the catalyst identical with embodiment 1, reaction temperature is respectively controlled as 250 DEG C, 275 DEG C, 300 DEG C, 325 DEG C, 350 DEG C, 375 DEG C, other reaction conditions are identical with embodiment 1, calculate the conversion of reaction Rate and yield, the reaction results are listed in Table 2.

Embodiment 12-17

[0043] Embodiment 12-17: the same condition as embodiment 1, will W 2 The load of C / AC is changed to 1wt%, 5wt%, 10wt%, 15wt%, 45wt%, 60wt%, other conditions are the same as Example 1, calculate the conversion rate and yield of reaction, the reaction result is listed in the table 3 in.

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Abstract

The invention relates to a method for selective preparation of p-xylene from 4-methyl-3-cyclohexene-1-carbaldehyde. Specifically speaking, the method comprises the following steps: dehydrogenation and aromatization as well as in-situ hydrogenation and deoxidation reactions of 4-methyl-3-cyclohexene-1-carbaldehyde are carried out in the effects of a tungsten-based catalyst at 250-450 DEG C, and p-xylene is prepared. The method can be carried out in a fixed bed reactor, a fluidized bed reactor or a moving-bed reactor separately, and reaction raw materials are directly injected into a reactor by an injection pump, or the reaction raw materials pass a catalyst bed layer with purging of carrier gas in order to obtain p-xylene. The process has the advantages of simple reaction process, and high selectivity of target product; the substrates can be obtained by Diels-Alder reaction from isoprene and acrolein which are derived from biomass resources and are used as raw materials, and mole yield of p-xylene reaches 90%. Compared with the prior art, the method has the advantages of cheap raw materials and wide sources, economy of reaction carbon atoms, and the like; the tungsten-based catalyst is cheap, and a new route for preparing p-xylene from biomass is provided.

Description

technical field [0001] The invention relates to a method for selectively preparing p-xylene from p-methylcyclohexene formaldehyde (also known as: 4-methyl-3-cyclohexene formaldehyde, English name: 4-Methyl-3-cyclohexene-1-carbaldehyde) . Specifically, it is a method in which 4-methyl-3-cyclohexene carboxaldehyde undergoes dehydroaromatization and in-situ hydrodeoxygenation at 250°C-450°C under the action of a tungsten-based catalyst to generate p-xylene. The invention is carried out in a fixed-bed reactor, and the reaction raw materials are injected into the catalyst bed under the purging of the carrier gas or by a syringe pump to obtain p-xylene. 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. In addition, this route o...

Claims

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Application Information

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IPC IPC(8): C07C15/08C07C1/207
CPCC07C1/2076C07C15/08Y02P20/52
Inventor 张涛代弢李昌志王爱琴丛昱张波李为臻郭海威
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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