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A method of continuously synthesizing hexanedioic acid through a microchannel reactor

A technology of microchannel reactor and adipic acid, which is applied in the field of continuous reaction technology, can solve the problems of high system pressure, low yield of adipic acid, gasification of cyclohexene, etc., to maintain the reaction temperature, increase the reaction rate, The effect of enhancing mass transfer

Active Publication Date: 2017-02-08
CHANGZHOU UNIV
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Problems solved by technology

[0010] h 2 o 2 In the experiment of preparing adipic acid by oxidation of cyclohexene, if the microchannel reactor is simply used to strengthen the reaction at high temperature, cyclohexene will be gasified, and the reaction residence time will be much shorter than the expected residence time, resulting in a low yield of adipic acid. Disadvantages such as high system pressure

Method used

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  • A method of continuously synthesizing hexanedioic acid through a microchannel reactor
  • A method of continuously synthesizing hexanedioic acid through a microchannel reactor
  • A method of continuously synthesizing hexanedioic acid through a microchannel reactor

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Effect test

Embodiment 1

[0038] (1) Microchannel reaction system: Preheating zones A, B, and C adopt a circular structure, and reaction zones A and B adopt a heart-shaped mixing structure. The inner diameter of the flow channel is 6mm, and the size of the stirring blade is 6mm×1mm.

[0039] (2) Cyclohexene oxidation stage: the number of preheating modules in preheating zone A and B is 2, the number of reactor modules in reaction zone A is 16, and the total reaction volume is 128mL. Choose tungstic acid as catalyst, w(H 2 o 2 )=10%, according to the material molar ratio: n(H 2 o 2 ): n (cyclohexene): n (tungstic acid) = 4.9:1:0.01 Prepare the reaction materials, control the flow rate of the materials, and the residence time is 30min. The temperature of the hexene oxidation stage is 90°C, and the two streams of materials are mixed and reacted in the reaction zone A, and the effluent is analyzed, and the conversion rate of cyclohexene is 100%.

[0040] (3) 1,2-cyclohexanediol oxidation stage: the num...

Embodiment 2

[0042] (1) Microchannel reaction system: the preheating zones A, B, and C adopt a rectangular structure, and the reaction zones A and B adopt a triangular mixing structure. The inner diameter of the flow channel is 3mm, and the size of the stirring blade is 4mm×0.6mm.

[0043] (2) Cyclohexene oxidation stage: the number of preheating modules in preheating zone A and B is 2, the number of reactor modules in reaction zone A is 10, and the total reaction volume is 80mL. Choose sodium tungstate as catalyst, w(H 2 o 2 )=70%, according to the material molar ratio: n(H 2 o 2 ):n(cyclohexene):n(sodium tungstate)=6:1:0.12 Prepare the reaction materials, control the flow rate of the materials, and the residence time is 10min. The temperature in the cyclohexene oxidation stage is 50°C, and the two streams of materials are mixed and reacted in the reaction zone A, and the effluent is analyzed, and the conversion rate of cyclohexene is 100%.

[0044] (3) 1,2-cyclohexanediol oxidation s...

Embodiment 3

[0046] (1) Microchannel reaction system: the preheating zones A, B, and C adopt a rectangular structure, and the reaction zones A and B adopt a circular mixing structure. The inner diameter of the flow channel is 0.5mm, and the size of the stirring blade is 0.8mm×0.3mm.

[0047] (2) Cyclohexene oxidation stage: the number of preheating modules in preheating zone A and B is 1, the number of reactor modules in reaction zone A is 2, and the total reaction volume is 16mL. Choose tungstic acid as catalyst, w(H 2 o 2 )=70%, according to the material molar ratio: n(H 2 o 2 ):n(cyclohexene):n(tungstic acid)=5.5:1:0.12 Prepare the reaction materials, control the flow rate of the materials, and the residence time is 1min. The temperature of the hexene oxidation stage is 70°C, and the two streams of materials are mixed and reacted in the reaction zone A, and the effluent is analyzed, and the conversion rate of cyclohexene is 100%.

[0048] (3) 1,2-cyclohexanediol oxidation stage: the...

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Abstract

A method of continuously synthesizing hexanedioic acid through a microchannel reactor is disclosed and belongs to the technical field of organic synthesis processes. The method includes fully mixing hydrogen peroxide and a tungsten-containing catalyst, and pumping the mixture and cyclohexene which are two material streams into the microchannel reactor to continuously produce the hexanedioic acid, wherein a process of cyclohexene oxidation to prepare the hexanedioic acid is performed in two stages, namely a stage of oxidizing the cyclohexene into 1,2-cyclohexanediol and a stage of oxidizing the 1,2-cyclohexanediol into the hexanedioic acid. The method utilizes high mass transfer and heat transfer efficiencies of the microchannel reactor to effectively enhance the mass transfer speed between the two-phase materials, to stabilize the reaction temperature and to greatly improve experiment safety and operability. The reaction system is free of solvents, phase transfer catalysts and acid auxiliaries, thus reducing the production cost and facilitating separation and purification of the hexanedioic acid. The method allows efficient continuous production of the hexanedioic acid to be possible. The conversion ratio of the cyclohexene is 100%, and selectivity of the hexanedioic acid is 95.4%.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis technology, and in particular relates to a continuous reaction technology for preparing adipic acid by oxidation of cyclohexene as a raw material. More specifically, the continuous oxidation of cyclohexene to 1,2-cyclohexanediol and 1,2-cyclohexanediol to adipic acid is realized in a microchannel reactor. Background technique [0002] Adipic acid, also known as Adipic Acid, is one of the most valuable aliphatic dicarboxylic acids in industry. It is mainly used in the production of nylon 66 and nylon 66 engineering plastics, polyurethane foam and plasticizers. In addition, it can also be used to produce high-grade lubricating oil, food additives, pharmaceutical intermediates, plastic foaming agents, paints, insecticides, adhesives and dyes, etc., and has a wide range of uses. [0003] At present, the main methods for industrial preparation of adipic acid are cyclohexane nitric acid oxida...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/48C07C35/14C07C51/285C07C55/14
CPCC07C29/48C07C51/285C07C35/14C07C55/14
Inventor 严生虎倪风超张跃刘建武沈介发马晓明陈代祥辜顺林蒋鑫李彦飞王秋红陈明珠魏进吴飞张勇超
Owner CHANGZHOU UNIV
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