Method for preparing 9-fluorenone with fluorene

A technology of fluorenone and crude fluorene, applied in the field of organic synthesis, can solve the problems that quaternary ammonium salts are easy to decompose and cannot be used in a long-term cycle.

Inactive Publication Date: 2016-07-27
BAOSHUN TECH CO LTD +1
View PDF10 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Replacing quaternary ammonium salts with crown ethers can not only retain the advantages of mild reaction conditions for phase transfer catalytic reactions, high conversion rate of fluorene, and high selectivity of fluoreno

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 9-fluorenone with fluorene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Add 42.00g of industrial fluorene with a mass fraction of 95.44%, 18-crown-63.20g, and 45ml of xylene to a 250ml four-necked flask in sequence, adjust the temperature of the water bath to maintain 50°C, and use α-methylnaphthalene to absorb the solvent entrained in the tail gas , start the mechanical stirring, adjust the stirring rate to 300 rpm, after stirring for 10 minutes, add 6.70g KOH and 10.0ml water. After mixing evenly, start feeding 300mlx2 / min of clean and moist air, record the reaction time, and track the reaction with thin-layer chromatography. After reacting for 10 hours, the spot of fluorene disappeared, and the reaction was continued for 1 hour, and the sample was taken for gas chromatography analysis. Compared with the chromatogram of fluorene raw material, the peak of fluorene was missing, and only the peak of fluorenone was increased. Cool the reaction solution, crystallize the fluorenone, filter the mixture, recover the filtrate for recycling, wash t...

Embodiment 2

[0066]Except replacing 6.7g potassium hydroxide with 8.4g potassium hydroxide, other is the same as embodiment 1. After reacting for 5 hours, thin-layer chromatography showed that the spots of the fluorene raw material disappeared, and the reaction was stopped after continuing the reaction for 1 hour. Chromatographic analysis of the reaction solution showed 100% conversion of fluorene, and only one peak of fluorenone was added. Cool the reaction solution, crystallize the fluorenone, filter the mixture, recover the filtrate for recycling, wash the crystal fluorenone with a small amount of water, and place the crystal in the air to dry naturally. Weighing 30.73g, its purity was 100% by gas chromatography analysis.

Embodiment 3

[0068] Add 45ml of xylene, 62.62g of industrial fluorene, 64.80g of 18-crown-64.80g, 10.0ml of 45wt% KOH solution according to the procedure of Example 1, and the temperature of the water bath is 58°C. After reacting for 7 hours, thin-layer chromatography showed that the spot of fluorene raw material disappeared, and the reaction was stopped after continuing to react for 1 hour. Chromatographic analysis of the reaction solution showed 100% conversion of fluorene, and only one peak of fluorenone was added. Cool the reaction solution, fluorenone crystallizes, filter the mixture, recover the filtrate for use, wash the crystal fluorenone with a small amount of water, and place the crystal in the air to dry naturally. Weighing 50.12g, its purity was 100% by gas chromatography analysis.

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 9-fluorenone with fluorine.Fluorine serves as the raw material, alkali serves as a catalyst, an organic solvent containing aromatic nucleus and water serve as solvents, crown ether serves as a phase transfer agent, and 9-fluorenone is prepared.The preparation method includes the step that industrial fluorine and high-purity fluorine are used for preparing industrial 9-fluorenone and high-purity 9-fluorenone respectively.Under the conditions, the fluorine conversion rate can reach 100%, and selectivity of fluorenone is 100%.After a reaction solution is cooled and crystal fluorenone is separated out, filter liquid containing the solvents, alkali, crown ether, fluorine and fluorenone is directly recycled, the solvents in reaction tail gas are absorbed with high-boiling-point solvents, and the chemical synthesis technology saves energy and is environmentally friendly.

Description

technical field [0001] The invention relates to a method for preparing 9-fluorenone (fluorenone for short) by catalyzing the oxidation of fluorene by a phase transfer method, belonging to the field of organic synthesis. Background technique [0002] Fluorene is one of the important components of coal tar, accounting for 1-2% of the total amount of coal tar. The cost of separating fluorene from tar is relatively low. At present, most of the industrial products of fluorene isolated have a purity of ≥95%. Fluorene can be converted into various substituted fluorene derivatives, such as hydrocarbyl substituted fluorene, halogenated fluorene, nitrofluorene, acyl fluorene, carboxy fluorene, etc. 9-Fluorenone, referred to as fluorenone, is a derivative of fluorene that is further processed from fluorene. The purity of industrial fluorenone is required to be ≥95%. Fluorenone derivatives include the corresponding derivatives of 9-fluorenone obtained by converting various substitute...

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
IPC IPC(8): C07C45/36C07C49/675
CPCC07C45/26C07C49/675C07C45/36
Inventor 高占先于丽梅谢鹤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 Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap