Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing high-purity 9-fluorenone from high-purity fluorene

A high-purity, fluorenone technology, which is applied in the preparation of carbon-based compounds, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of large solvent loss, undisclosed types of quaternary ammonium salts, and high reaction temperature, so as to improve utilization efficiency effect

Active Publication Date: 2014-05-21
BAOSHUN TECH CO LTD +1
View PDF10 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its disadvantage is that without adding water, the quaternary ammonium salt is difficult to perform phase transfer; the reaction temperature is high, and the solvent loss is large; the document does not disclose the type of quaternary ammonium salt and other issues

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing high-purity 9-fluorenone from high-purity fluorene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Take 15g of the above refined fluorene into a 250mL three-necked flask, add 45mL xylene, 0.20g tetrabutylammonium chloride, 6g NaOH and 9mL water, heat in a 40℃ water bath, control the mechanical stirring rate to 200r / min, and pass clean air 200×2mL / min. During the reaction, the conversion rate of fluorene was monitored by thin layer chromatography. After 3.5 hours of reaction, the raw material point disappeared, and the reaction was continued for 0.5 hours to stop the reaction. The reaction solution was transferred to a separatory funnel for liquid separation, and the organic layer was taken and washed with water to neutrality. Gas chromatography detection showed 100% conversion of fluorene, with only one absorption peak of fluorenone.

Embodiment 2

[0052] Except that 0.30g of tetrabutylammonium hydrogen sulfate is used instead of 0.20g of tetrabutylammonium chloride, the others are the same as in Example 1. After 3 hours of reaction, TLC showed that the fluorene spots of the raw material disappeared completely, and the reaction was continued for 0.5 hours to stop the reaction. Chromatographic analysis of the organic layer showed 100% conversion of fluorene, with only one absorption peak of fluorenone.

Embodiment 3

[0054] Except that 0.30g of tetrabutylammonium bromide replaces 0.20g of tetrabutylammonium chloride, the others are the same as in Example 1. After 3.5 hours of reaction, TLC showed that the fluorene spots of the raw material disappeared completely, and the reaction was continued for 0.5 hours to stop the reaction. Chromatographic analysis of the organic layer showed 100% conversion of fluorene, with only one absorption peak of fluorenone.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for preparing high-purity 9-fluorenone from high-purity fluorene. The high-purity 9-fluorenone is prepared by using high-purity fluorene as a raw material, alkali as a catalyst, an aromatic organic solvent and water as a solvent and a quaternary ammonium salt as a phase transfer agent. The preparation method disclosed by the invention comprises the steps of purifying industrial fluorene of which the purity is more than or equal to 95% at first, and then preparing the 9-fluorenone by using the high-purity fluorene, so that a purification process of the product namely 9-fluorenone which is difficult to purify is avoided, and the preparation process is simplified. Under the condition of the invention, the conversion rate of fluorene can reach 100%, and fluorenone with the purity of 100% can be obtained; after a reaction solution is cooled and crystal fluorenone is separated out, the filtrate containing the alkali, quaternary ammonium salt, fluorene and fluorenone is directly recycled, and a high-boiling-point solvent is used for absorbing the solvent in the reaction tail gas, so that the method is an energy-saving and environment-friendly chemical process.

Description

Technical field [0001] The invention relates to a method for preparing high-purity 9-fluorenone (fluorenone for short) by phase transfer catalytic oxidation of high-purity fluorene, and belongs to the field of organic synthesis. Background technique [0002] Fluorene is one of the important components of coal tar, accounting for 1 to 2% of the total coal tar. The cost of separating fluorene from tar is relatively low. At present, the purity of the separated fluorene is mostly ≥95%. Fluorenone is a deep-processed product of fluorene and an important chemical raw material. Many fluorene derivatives are synthesized from fluorenone. Therefore, fluorenone is in high demand in the market, and its related fine chemical products have broad development prospects. As the raw material of luminescent material, fluorenone requires its purity to be ≥99.5%. [0003] As early as the 1930s and 50s of the last century, research on the synthesis and application of fluorenone has been carried out,...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/675C07C45/36
CPCC07C45/36C07C2603/18C07C49/675
Inventor 于丽梅高占先闫俊侯琳李汇丰何永超史正茂
Owner BAOSHUN TECH CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products