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Carbazolyl-functional bi-beta-diketo derivative and its production

A technology of functionalization and derivatives, applied in the field of carbazole-functionalized bis-β-diketone compounds, 9-n-butyl-3

Inactive Publication Date: 2007-09-05
HEFEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on bis-β-diketone compounds, and the synthesis of bis-β-diketone compounds based on carbazole functionalization has not been reported in the literature at home and abroad.

Method used

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  • Carbazolyl-functional bi-beta-diketo derivative and its production
  • Carbazolyl-functional bi-beta-diketo derivative and its production
  • Carbazolyl-functional bi-beta-diketo derivative and its production

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Experimental program
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Embodiment Construction

[0037] synthetic part

[0038] 1. Synthesis of N-n-butylcarbazole (BCz)

[0039] Pour 7.52 g of carbazole and 4.4 g of NaOH into a 150 ml round bottom flask, add 60 ml of acetone, stir, and the temperature rises to 60°C to reflux. After about 10 minutes, add 5 drops of Aliquid336, and then reflux for 2 hours, then add 5.5ml of n-bromobutane, and continue to reflux for 24 hours. Replace the device with a distillation device to evaporate the acetone as much as possible. Pour the remaining reactants into a 1000mL beaker filled with ice-water mixture, stir vigorously with a large magnetic stirring bar, and a large amount of yellow solids precipitate out. After stirring for 30 minutes, put it in the refrigerator for 3 to 4 hours, and filter it with suction. A crude product of 8.03 g was obtained. Recrystallized with absolute ethanol to obtain 7.89 g of white needle-like crystals, with a yield of 91.6%.

[0040] 2. Synthesis of 3,6-diacetyl-N-n-butylcarbazole (BCB)

[0041] Ad...

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Abstract

A bis-beta-diketone derivative as the functional compound of carbazole is prepared from carbazole through monomolecular nucleophilic substitution reaction to obtain N-butylcarbazole, Friedel-Crafts electrophilic substitution reaction to obtain 3,6-biacetyl-N-butylcarbazole, and Claisem condensation reaction to obtain 9-butyl- 3,6-bis (1,3-butyldiketo) carbazole.

Description

technical field [0001] The invention belongs to a β-diketone compound, specifically a carbazole-functionalized bis-β-diketone compound, and 9-n-butyl-3,6-di(1,3-butanedione)carba The preparation method of azole. Background technique [0002] The functional complexes of β-diketones and their derivatives show excellent qualities in terms of optical, electrical, magnetic, molecular carrier and catalytic properties. As new multifunctional materials, they can be used in metal organic liquid crystals, extraction reagents, chemical shift reagents, Anti-counterfeiting materials and other aspects have attracted widespread attention. In recent years, it has been discovered that this type of compound has dual properties of photoluminescence and electroluminescence, and can also interact with genes to a certain extent. It has good research on the development of new multifunctional materials. Significance has become a hot topic in the field of coordination chemistry research. [0003] ...

Claims

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Application Information

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IPC IPC(8): C07D209/86
Inventor 邓崇海胡寒梅吴杰颖田玉鹏
Owner HEFEI UNIV
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