Method for separating and purifying cyclododecatriene

A cyclododecatriene, separation and purification technology, used in chemical instruments and methods, hydrocarbon purification/separation, hydrocarbons and other directions, can solve problems such as affecting the separation effect of equipment, increasing separation difficulty, and increasing separation difficulty. , to achieve the effect of reducing the continuous catalytic reaction, easy industrial scale-up, and easy separation operation

Active Publication Date: 2020-05-15
WANHUA CHEM GRP CO LTD
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  • Abstract
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  • Claims
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Problems solved by technology

[0003] At present, in the prior art, there are mainly the following methods for quenching Ziegler-Natta catalysts: (1) patent document CN103420777A discloses a method for continuously synthesizing 1,5,9-cyclododecatriene, It adopts sodium hydroxide aqueous solution to quench the catalyst, and the reaction product removes the waste catalyst solid matter and butadiene polymer in the reactant through a thin-film evaporator, and then carries out vacuum distillation in a rectification tower to obtain 1,5,9 -Cyclododecatriene, but because the aluminum insolubles produced by the hydrolysis of alkyl compounds adhere to the thin film evaporator, which seriously affects the separation effect of the equipment and causes equipment failure, which is not conducive to industrial continuous production; and when cleaning the inside of the equipment, Because the catalyst residue at the bottom of the thin film evaporator is exposed to the air, it is easy to catch fire, and the operation risk is high
(2) Patent document CN105693455A discloses: with the methanol solution of sodium methoxide as quenching agent, the reaction solution is at first normal pressure distillation to remove low boiling point substances, then underpressure distillation, obtains cyclododecatriene product; Yet because sodium methoxide has Corrosive and unstable, high requirements for equipment and process operation, so the risk factor is high
(3) U.S. Patent Documen

Method used

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  • Method for separating and purifying cyclododecatriene
  • Method for separating and purifying cyclododecatriene
  • Method for separating and purifying cyclododecatriene

Examples

Experimental program
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Effect test

Embodiment 1

[0048] The process flow diagram of the separation and purification method of cyclododecatriene in this embodiment is as follows figure 1 As shown, the following steps are included: Cyclododecatriene reaction solution (the mass percentages of each component contained are as follows: 0.167% butadiene, 48.625% toluene, 0.865% VCH, 1.344% COD, ttt-CDT0.589 %, ttc-CDT 47.325%, heavy component 0.775%, Ziegler-Natta catalyst 0.22%) into the quenching kettle, the feed rate is 1200kg / h, and the mass fraction is 10% quenching agent IT-H The toluene solution enters the quenching tank and is fully mixed with the cyclododecatriene reaction solution, the feed rate is 78.3kg / h, and the Al in the quenching agent and Ziegler-Natta catalyst 3+ The mol ratio is 3:1, the quenching temperature is 75°C, the quenching pressure is 2KPa, and the quenching time is 60min to obtain the crude product of cyclododecatriene; the crude product of cyclododecatriene (containing Al 3+ 、Ti 4+ 、Ni 2+ Respective...

Embodiment 2

[0052] The process flow diagram of the separation and purification method of cyclododecatriene in this embodiment is as follows figure 1 As shown, the following steps are included: Cyclododecatriene reaction solution (the mass percentages of each component contained are as follows: 0.167% butadiene, 48.625% toluene, 0.865% VCH, 1.344% COD, 0.589% ttt-CDT , ttc-CDT 47.325%, heavy component 0.775%, Ziegler-Natta catalyst 0.22%) is sent into quenching kettle, and feed rate is 1200kg / h, and getting mass fraction is 8% of quenching agent IT-H The toluene solution enters the quenching tank and is fully mixed with cyclododecatriene, the feed rate is 81.51kg / h, the Al in the quenching agent and Ziegler-Natta catalyst 3+ Molar ratio is 2.5:1, quenching temperature 60 ℃, quenching pressure 25KPa, quenching time 45min, obtain cyclododecatriene crude product; Cyclododecatriene crude product (containing Al 3+ 、Ti 4+ 、Ni 2+ Respectively 500ppm, 35ppm, 25ppm) into the styrene-divinylbenze...

Embodiment 3

[0054] The difference between this example and Example 2 is that the quenching agent IT-H is replaced by IT-G, the feed rate is 123.6kg / h, and the composition of other raw materials and experimental conditions are the same as in Example 2. Get the product liquid of the cyclododecatriene product and analyze the product composition through gas chromatography. The analysis results are shown in Table 2.

[0055]Table 2 Analysis results of cyclododecatriene products of Examples 2-3

[0056]

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Abstract

The invention provides a method for separating and purifying cyclododecatriene. The method comprises the following steps: dissolving a quenching agent in a solvent to prepare a quenching agent solution; mixing the quenching agent solution with a cyclododecatriene reaction solution, quenching in a quenching reactor to obtain a cyclododecatriene crude product; introducing the cyclododecatriene crudeproduct into a chelating resin tower at first, and then making the crude product sequentially pass through a catalyst removal unit, a heavy component removal unit, a solvent removal unit, a quenchingagent removal unit, a light component removal unit and a product refining unit in a distillation tower to obtain a cyclododecatriene product. According to the method, corrosion to equipment is reduced, the danger coefficient is low; the side reaction is reduced, the yield of cyclododecatriene is increased; the stability of CDT and other heat-sensitive substances in the separation process is improved, the purity of cyclododecatriene is improved; insoluble substances in a crude product can be avoided, so that the separation process is continuous, and industrial amplification is easy to realize.

Description

technical field [0001] The invention belongs to the field of chemical industry, and in particular relates to a separation and purification method of cyclododecatriene. Background technique [0002] Cyclododecatriene, English name cyclododecatriene, referred to as CDT, is an important organic chemical intermediate, which is mainly used as a raw material for the synthesis of nylon 12, hexabromododecane, macrocyclic musk and spices. The preparation of cyclododecatriene in the industry is to use butadiene as a raw material and obtain it by reacting under the action of a homogeneous Ziegler-Natta catalyst. After the reaction is completed, the Ziegler-Natta catalyst is Quenching to inactivate it, followed by further isolation and purification. [0003] At present, in the prior art, there are mainly the following methods for quenching Ziegler-Natta catalysts: (1) patent document CN103420777A discloses a method for continuously synthesizing 1,5,9-cyclododecatriene, It adopts sodiu...

Claims

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Application Information

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IPC IPC(8): C07C7/12C07C7/04C07C7/148C07C13/277
CPCC07C7/005C07C7/12C07C7/14875C07C7/04C07C2601/20C07C13/277Y02P20/584
Inventor 刘建军何光文冯猛孟祥楠刘英瑞李俊平
Owner WANHUA CHEM GRP CO LTD
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