Preparation method of vinyl ether compound

A technology of vinyl ether and benzyloxy vinyl ether, which is applied in the field of preparation of vinyl ether compounds, can solve problems such as high temperature reaction, complicated operation, and danger of acetylene gas explosion, and achieve high yield, simple operation, good effect

Inactive Publication Date: 2013-02-27
NANJING UNIV OF SCI & TECH
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Problems solved by technology

[0008] The product can be obtained in one step in this reaction, but problems such as high-pressure and high-temperature equipment, the explosion hazard of acetylene gas, and low yield have not been resolved;
However, the reaction conditions are harsh and unfavorable for industrialization
[0016] At present, the alcohol exchange method is more researched, using alcohol as raw material, under the catalysis of [Ir(COD)Cl]2 and alkali, in the atmosphere of nitrogen protection, the vinyl group of vinyl acetate is transferred to the alcohol. The yield is high, but the catalyst is expensive, and there are problems such as high temperature reaction, complicated operation, and hi

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  • Preparation method of vinyl ether compound
  • Preparation method of vinyl ether compound

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preparation example Construction

[0035] A kind of preparation method of vinyl ether compound, described vinyl ether compound is benzyloxy vinyl ether or triethylene glycol divinyl ether, combining figure 1 , figure 2 , the method for preparing the vinyl ether compound comprises the following steps:

[0036] The first step, the preparation of catalyst, specifically comprises the following steps:

[0037] 1) adding iridium trichloride and 1,5-cyclooctadiene to the reaction device, then adding a mixture of water and alcohol to the reaction device, stirring evenly to obtain a reaction solution;

[0038] 2) After sealing the reaction device, vacuumize and fill with nitrogen, so that the reaction solution is heated and refluxed in a nitrogen atmosphere to react;

[0039] 3) After the reaction is finished, the reaction solution is cooled to room temperature and filtered, the filter residue is washed with methanol and then vacuum-dried, and the solid obtained after the filtrate is distilled under reduced pressure ...

Embodiment 1

[0047] Embodiment 1: Taking benzyloxy vinyl ether as an example, the chemical reaction equation is as follows:

[0048]

[0049] combine figure 1 , figure 2 , the preparation method of vinyl ether compound benzyloxy vinyl ether of the present invention, comprises the following steps:

[0050] The first step, catalyst [Ir(COD)Cl] 2 Preparation, the reaction equation is as follows:

[0051]

[0052] Specifically include the following steps:

[0053] 1) Add 0.1g (0.00028mol) of iridium trichloride and 0.12mL (0.001mol) of 1,5 cyclooctadiene to the reaction device, then add 3.5mL (0.194mol) of water and 1.6 mL (0.021mol) mixture of isopropanol, stirred evenly to obtain reaction solution;

[0054] 2) After sealing the reaction device, evacuate it, fill it with nitrogen, and heat the reaction solution at 80-100°C in an atmosphere of nitrogen to reflux for 10-14 hours;

[0055] 3) After the reaction is over, the reaction solution is cooled to room temperature and filtere...

Embodiment 2

[0065] Embodiment 2: reaction step is identical with embodiment 1, difference is:

[0066] Change the volume of 1,5-cyclooctadiene used in the reaction in the first step 1) to 0.067mL (0.00056mol), 0.15mL (0.00125mol), 0.21mL (0.0017mol) respectively, and keep the rest of the conditions unchanged. Catalyst [Ir(COD)Cl] in the first step 2 The yields were 65.1%, 77.1% and 78.2%, respectively.

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Abstract

The invention discloses a preparation method of a vinyl ether compound. The vinyl ether compound is benzyloxy vinyl ether or triethyleneglycol divinyl ether. The preparation method is characterized by comprising the following steps: 1, preparing a catalyst [Ir(COD)Cl]2, wherein the catalyst [Ir(COD)Cl]2 is prepared by dissolving iridous chloride and 1,5-cyclooctadiene in water and alcohol and performing reflux reaction under waterless and oxygen-free conditions; 2, dissolving the catalyst [Ir(COD)Cl]2 and raw materials such as alcohol, vinyl acetate and sodium carbonate, and performing reflux reaction under a waterless and oxygen-free atmosphere; and 3, after the reaction is finished, washing with water, performing reduced pressure distillation, and performing column chromatography to obtain the product. The preparation method effectively solves the problems of high catalyst cost, high reaction temperature, complicated operation, high solvent toxicity and the like in the prior art, thereby providing a green preparation method of a vinyl ether compound, which has the advantages of high yield and simple operation steps.

Description

1. Technical field [0001] The invention belongs to the field of organic compound synthesis, and in particular relates to a preparation method of vinyl ether compounds. 2. Background technology [0002] Vinyl ether monomers can be used as reactive diluents in systems such as epoxy resins, acrylic resins, and unsaturated polyesters, and have broad application space in the fields of electronic materials, inks, printing, and coatings. The country started relatively late in this aspect, and the monomer production has not yet been industrialized, and the commercially available products are all imported from abroad, so it is of great significance to rapidly develop my country's vinyl ether series products. [0003] Due to the particularity of the preparation methods of vinyl ether compounds, since the 1930s, most of the preparation methods of vinyl ether compounds have applied for patents for protection, including BASF, DuPont, Standard Oil, General Electric and other large compani...

Claims

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Application Information

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IPC IPC(8): C07C41/16C07C43/164C07C43/16
Inventor 蔡春陆群
Owner NANJING UNIV OF SCI & TECH
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