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Fluorene acid ester fluorescent material and preparation method thereof

A fluorescent material, fluorene carboxylate technology, applied in organic chemistry and other directions, can solve problems such as harsh preparation conditions, and achieve the effects of not harsh synthesis conditions, low equipment cost, and simple synthesis steps

Inactive Publication Date: 2014-07-16
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent 200910112709.X introduces an organic fluorescent material of glutamic acid derivatives, which emits blue fluorescence under ultraviolet light around 330nm, but its preparation conditions are relatively harsh

Method used

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  • Fluorene acid ester fluorescent material and preparation method thereof
  • Fluorene acid ester fluorescent material and preparation method thereof
  • Fluorene acid ester fluorescent material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Take solid powder material 9,9-diethyl-2,7-dibromofluorene (1.29g, 4mmol), 4-methoxycarbonylphenylboronic acid (1.62g, 9mmol), tetrakistriphenylphosphine palladium (0.300g, 0.26mmol), potassium carbonate (2.07g, 15mmol) were mixed in a 250ml three-necked flask; the three-necked flask was evacuated and filled with nitrogen for 3 times; then injected with 50ml of toluene, 25ml of ethanol and 10ml of water The mixed solution was reacted at 80°C for 2 days under the protection of nitrogen, and the reaction process was tracked by thin-layer chromatography during the reaction; after the reaction was completed and the reaction solution was cooled, the aqueous phase was extracted with dichloromethane, and then washed with saturated brine to remove impurities , then dried with anhydrous magnesium sulfate, filtered; spin-dried toluene, ethanol and dichloromethane in the filtrate to obtain a solid mixture, the mixed solvent of petroleum ether and ethyl acetate with a volume ratio o...

Embodiment 2

[0022] Take solid powder material 9,9-diethyl-2,7-dibromofluorene (1.29g, 4mmol), 4-methoxycarbonylphenylboronic acid (2.16g, 12mmol), tetrakistriphenylphosphine palladium (0.185g, 0.16mmol), potassium carbonate (2.77g, 20mmol) were mixed in a 250ml three-necked flask; the three-necked flask was evacuated and filled with nitrogen 4 times; then a mixture of 60ml of toluene, 25ml of ethanol and 15ml of water was injected into the deoxygenated 20min Liquid, reacted at 85°C for 2 days under the protection of nitrogen, and tracked the reaction process with thin-layer chromatography during the reaction; after the reaction was completed and the reaction liquid was cooled, the aqueous phase was extracted with dichloromethane, and then washed with saturated brine to remove impurities. Dry with anhydrous magnesium sulfate afterwards, filter; Spin-dry the toluene in the filtrate, ethanol and methylene dichloride to obtain solid mixture after, with the mixed solvent that sherwood oil and e...

Embodiment 3

[0024] Take solid powder material 9,9-diethyl-2,7-dibromofluorene (1.61g, 5mmol), 4-methoxycarbonylphenylboronic acid (3.24g, 18mmol), tetrakistriphenylphosphine palladium (0.462g, 0.40mmol), potassium carbonate (4.15g, 30mmol) were mixed in a 250ml three-necked flask; the three-necked flask was evacuated and filled with nitrogen for 3 times; then a mixture of 90ml of toluene, 50ml of ethanol and 30ml of water was injected for 25min in addition to peroxygen liquid, reacted at 95°C for 3 days under the protection of nitrogen, and tracked the reaction process with thin-layer chromatography during the reaction; after the reaction was completed and the reaction liquid was cooled, the aqueous phase was extracted with dichloromethane, and then washed with saturated brine to remove impurities. Dry with anhydrous magnesium sulfate afterwards, filter; Spin-dry the toluene in the filtrate, ethanol and methylene dichloride to obtain solid mixture after, with the mixed solvent that sherwoo...

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Abstract

The invention discloses a fluorene acid ester fluorescent material and a preparation method thereof. The fluorene acid ester fluorescent material is characterized in that the fluorene acid ester fluorescent material is a fluorene acid ester organic compound of which the molecular formula C33H30O4, the crystal system is monoclinic, a space group is P21 / c, cell parameters include a=31.605 , b=7.3795 , c=24.224(3) , alpha=gamma=90, and beta=110.726 degrees. The fluorene acid ester fluorescent material is formed by proportionally mixing 9, 9-diethyl-2, 7-dibromo fluorene, 4-methoxycarbonyl group phenylboronic acid, tetrakispalladuium and potassium carbonate to react and has clear space structure and accurate molecular formula, synthesis conditions thereof are not rigorous, synthesis steps are simple, equipment cost is low, reaction conditions are mild, and yield can reach 50-75%. By introducing methoxycarbonyl group and phenyl group at 2 and 7 orders of the fluorene, electronic cloud density of the fluorescent material is increased, fluorescent performance is improved, stability, solution performance and fluorescent efficiency are improved and the service life is prolonged.

Description

technical field [0001] The invention relates to an organic fluorescent material, in particular to a fluorene carboxylate fluorescent material and a preparation method thereof. Background technique [0002] Since the beginning of the 21st century, people's attention and attention to materials science and materials industry has increased to an unprecedented height. The research and development of new materials are favored by scientists. Among them, fluorescent luminescent materials are due to their superior luminescence properties. And its wide application in the fields of chemical sensing, biomarkers and medical imaging has gradually become a dazzling pearl in the family of new functional materials. Fluorescent luminescent materials generally include inorganic fluorescent luminescent materials, organic fluorescent luminescent materials, and inorganic / organic composite luminescent materials. [0003] Organic fluorescent materials are currently a hot spot in the research of fl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/76
Inventor 李星赵亚云
Owner NINGBO UNIV
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