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Fluorene-based organic compound with fluorescence property and preparation method of fluorene-based organic compound

A technology of organic compounds and fluorescent properties, applied in the field of synthesis of organic light-emitting materials, to achieve the effects of mild reaction conditions, strong fluorescence, and good thermal stability

Active Publication Date: 2018-12-07
LUOYANG INST OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the field of nonlinear optics, fluorene rings are an excellent class of nonlinear chromophores. By changing the push-pull electron ability of electron donors or acceptors and the length of conjugated chains, some have large two-photon absorption cross-sections and strong double Organic two-photon materials with photon fluorescence have been reported, but among these molecular materials, materials with good thermal stability and fluorescence properties are rarely reported

Method used

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  • Fluorene-based organic compound with fluorescence property and preparation method of fluorene-based organic compound
  • Fluorene-based organic compound with fluorescence property and preparation method of fluorene-based organic compound
  • Fluorene-based organic compound with fluorescence property and preparation method of fluorene-based organic compound

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Embodiment 1

[0022] (1) Weigh 4.5g (25mmol) 4,5-diazofluoren-9-one and 6.35g (25mmol) elemental iodine and dissolve them in a mixed solvent of 40ml glacial acetic acid and 10ml sulfuric acid, heat to 80°C and Reflux for 6 hours, cool to room temperature, and filter to obtain a white solid, which is dissolved in water, extracted with chloroform, and then vacuum-dried to obtain intermediate product 1 for use, with a yield of 85%;

[0023] (2) Under nitrogen protection, weigh 4.3g (10mmol) of center product 1, 0.24g (10mmol) of magnesium powder and 2.3g (10mmol) of 2-bromobiphenyl and dissolve them in 30ml of tetrahydrofuran solution for 12 hours of slow reaction. Extract, dry by rotary evaporation, then dissolve the dried solid in 40ml of acetic acid, heat to 80°C and reflux at this temperature for 24 hours, cool to room temperature, adjust the reflux with sodium hydroxide and cool the pH value of the material property, extracted with chloroform to obtain the intermediate product 2 for use, ...

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Abstract

The invention discloses a fluorene-based organic compound with fluorescence property and a preparation method of the fluorene-based organic compound. The constitutional units of the prepared fluorene-based organic compound belong to a monoclinic system, the molecular formula is C35H22IN3, the molecular weight is 611.46, the space group is P21 / n, the cell parameters comprise a=11.6577(2) angstroms,b=20.5513(4) angstroms, Ac=12.0456(3) angstroms, alpha=gamma=90 degrees, and beta=100.214(2) angstroms. According to the fluorene-based organic compound, one carbon atom adopts sp3 hybridization as the center of the whole molecule, two rigid fluorene rings are connected together, two rigid fluorene ring planes are almost vertically exist, the included angle is 89.37 degrees (0.05), and the mean variations of the two rigid fluorene ring planes are 0.0479 angstrom and 0.0240 angstrom. The invention further provides a preparation method of the fluorene-based organic compound. The method is mildin reaction conditions, the preparation process is simple, the cost is low, and the prepared compound has high fluorescence property and excellent stability.

Description

technical field [0001] The invention belongs to the technical field of synthesis of organic luminescent materials, and in particular relates to a fluorene organic compound with fluorescent properties and a preparation method thereof. Background technique [0002] Organic conjugated materials have attracted widespread attention due to their potential applications in the fields of electronics, luminescence, and nonlinear optics. The structures of these materials often contain conjugated heterocyclic rings and various chromophores, such as: carbazole, thiazole, oxadiazole, coumarin, fluorene and 1,3-butadiene derivatives, etc., and other Compared with organic conjugated materials, fluorene and its derivatives have many significant advantages: the fluorene ring is a rigid coplanar biphenyl structure, and the methylene group between the two benzene rings in the structural formula is affected by the benzene ring. The hydrogen at the position is quite active, and various substitue...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D471/10
CPCC07D471/10C09K11/06C09K2211/1007C09K2211/1029
Inventor 尹国杰王世民张少文母小明赵振宇
Owner LUOYANG INST OF SCI & TECH