Synthesis method of titanocene dichloride

A technology of titanium dichloride and synthesis method, which is applied in the field of chemical technology, can solve the problems of unsuitability for technological production, high raw material requirements, and high condition requirements, and achieve the effects of shortened purification time, high purity, and good solubility

Active Publication Date: 2018-08-24
湖北优仁新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this synthesis process, since the conversion of anthracene magnesium is greatly affected by the activation time and activation temperature of the magnesium powder, the key is that many side reactions will occur during the synthesis process, and the follow-up treatment is difficult, so it is not suitable for industrialization. Production
The metal sodium salt method uses relatively active metal sodium to generate cyclopentadienyl anions from cyclopentadiene, and then reacts with metal halides to form titanocene dichloride. The synthesis process is relatively mild compared with the anthracene magnesium method. , the side reaction is reduced, but the method for synthesizing titanocene dichloride by metal sodium salt method has low synthetic yield, and the solvent used is more harmful to the environment and human body, and the production cost is higher, so it is not widely used. use
In addition, it is also reported that a new synthesis method of "dichlorotitanocene" uses tetrahydrofuran as a solvent, and the yield is about 72%. However, the reported process has high requirements on raw materials. high, harmful to the environment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Take out the reaction apparatus from the oven, set up the reaction device while it is hot, feed nitrogen into the cooling for 10 minutes under the ice bath condition, add 5mLDMF in the reactor under the protection of nitrogen, then add 15.18g titanium tetrachloride, stir for 20 minutes, use The constant pressure funnel continued to slowly add 60mL of DMF to the reactor dropwise. At the beginning of the dropwise addition, a yellow precipitate formed, and the precipitate slowly dissolved as the solvent was added to obtain a yellow solution. Subsequently, the ice bath was removed and 11.70 mL of DMF was slowly added using the same constant pressure funnel. g diethylamine, the color of the solution changes from yellow to dark green, continue to add 21.15g cyclopentadiene after the dropwise addition, heat to 60°C after mixing, reflux for 3 hours, the reaction is over, cool to room temperature, depressurize Evaporate the solvent to dryness, then add ice water and stir for 25 m...

Embodiment 2

[0025] Take out the reaction apparatus from the oven, set up the reaction device while it is hot, feed nitrogen into the ice bath and cool for 10 minutes, add 12mLDMF in the reactor under the protection of nitrogen, then add 28.46g of titanium tetrachloride, stir for 15 minutes, and use constant Press the funnel and continue to slowly add 115mL of DMF to the reactor dropwise. When the dropwise addition starts, a yellow precipitate is formed. With the addition of the solvent, the precipitate slowly dissolves to obtain a yellow solution. Then, remove the ice bath and slowly add 21.94g of DMF with the same constant pressure funnel. Diethylamine, the color of the solution changes from yellow to dark green. After the dropwise addition, continue to add 59.49g of cyclopentadiene, heat to 62°C, and reflux for 2.5 hours. After the reaction is over, cool to room temperature and evaporate the solvent under reduced pressure. Then add ice water and stir for 20 minutes, a red precipitate is ...

Embodiment 3

[0027] Take out the reaction apparatus from the oven, set up the reaction device while it is hot, feed nitrogen into the ice bath to cool for 10 minutes, add 10mL DMF in the reactor under the protection of nitrogen, then add 22.76g of titanium tetrachloride, stir for 20 minutes, and use constant Press the funnel and continue to slowly add 90mL of DMF to the reactor. At the beginning of the dropwise addition, a yellow precipitate is formed, and the precipitate slowly dissolves as the solvent is added to obtain a yellow solution. Then, remove the ice bath and use the same constant pressure funnel to slowly add 17.55g of DMF to the reactor. Ethylamine, the color of the solution changes from yellow to dark green. After the dropwise addition, continue to add 63.46g of cyclopentadiene, heat to 65°C, and reflux for 2 hours. After the reaction is completed, cool to room temperature, evaporate the solvent under reduced pressure, and then Add ice water and stir for 15 minutes, a red prec...

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PUM

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Abstract

The invention discloses a synthesis method of simple and environment-friendly titanocene dichloride. The synthesis method comprises the following steps: successively adding diethylamine and cyclopentadiene into an N,N-dimethylformamide solution, uniformly mixing and carrying out reflux reaction; after the reaction is ended, cooling to room temperature, decompressing and evaporating a solvent to dryness; then adding ice water for stirring, precipitating red precipitate, carrying out vacuum suction filtration and washing a solid with the ice water to obtain a titanocene dichloride coarse product; fully dissolving the titanocene dichloride coarse product with N,N-dimethylformamide, carrying out vacuum suction filtration and spin drying on filtrate to obtain the solid; recrystallizing the solid by using an ice water-dichloromethane-ethanol mixed solution, and filtering to obtain red acicular crystal and carrying out vacuum drying to obtain the titanocene dichloride. The method disclosed bythe invention has the advantages that the yield of the reaction is greatly improved under the condition of reducing the reaction time; meanwhile, an economical and environment-friendly solvent is used, so that the use of toxic and harmful solvents is avoided; the synthesis method has little hazard to the environment and is in line with the green and environment-friendly chemical synthesis concept.

Description

technical field [0001] The invention relates to a simple and environment-friendly synthesis method of titanocene dichloride, which belongs to the technical field of chemical technology. Background technique [0002] Metallocene, that is, a metal-organic complex formed by two cyclopentadienyl groups or their derivatives bonded to a metal halide in the form of a planar conjugated π bond; since 1954, Summers et al first synthesized dichlorotitacene (Cp 2 TiCl 2 ), the research on titanocenes has become one of the active research fields at home and abroad. This compound is widely used in the fields of scientific research, chemical industry and medical treatment due to its important role in catalyzing olefin polymerization, hydrogenation reduction of unsaturated hydrocarbons, organic synthesis and anticancer activity; however, the synthesis methods of titanocene compounds reported so far Most of them are carried out under anhydrous and oxygen-free conditions, and the condition...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/00
CPCC07F17/00
Inventor 王天帅张艳
Owner 湖北优仁新材料有限公司
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