Synthesis method of titanocene dichloride

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...

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