A kind of solid broadband green light emitting crystal material and preparation method thereof

A crystalline material and broadband technology, applied in the field of solid-state broadband green light-emitting crystalline materials and their preparation, can solve problems such as affecting device performance, and achieve the effects of enhanced luminescence performance, easy control, and less weathering

Active Publication Date: 2019-07-12
INST OF ANALYSIS GUANGDONG ACAD OF SCI (CHINA NAT ANALYTICAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in practical applications, organic light-emitting materials often exist in the form of solid films or other aggregates. At the same time, organic light-emitting materials will inevitably crystallize under external conditions such as heat during use, thereby affecting device performance.

Method used

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  • A kind of solid broadband green light emitting crystal material and preparation method thereof
  • A kind of solid broadband green light emitting crystal material and preparation method thereof
  • A kind of solid broadband green light emitting crystal material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment 1: Synthesis of solid-state broadband green light emitting crystal material (compound I)

[0034]

[0035] Dissolve 3-(3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl)propenal (30mmol) and 4-aminoantipyrine (30mmol) in 100ml of In water and ethanol, add 0.5 ml of glacial acetic acid dropwise under rapid stirring, and reflux for 3 hours under stirring; after that, the ethanol is removed by rotary evaporation, and the obtained solid matter is vacuum filtered and dried to obtain the target product; the crude product is weighed with methanol or ethanol After crystallization twice, ethanol was used as a solvent, and the crystallization was naturally volatilized at room temperature. After 10 days, a light brown bulk crystal suitable for X-ray single crystal diffraction measurement was obtained, with a yield of 87%.

[0036] The obtained product was determined to be the target product by proton nuclear magnetic resonance spectrum, carbon nuclear magnetic resonance s...

Embodiment 2

[0038] Embodiment 2: Synthesis of solid-state broadband green light emitting crystal material (compound Ⅰ)

[0039] Obtained by the method of Example 1, the difference is that 3-(3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl)propenal and 4-aminoantipyrine The molar ratio is 1:1.1, and the organic solvent used in the reaction is chloroform.

Embodiment 3

[0040] Embodiment 3: determination of crystal structure

[0041]In order to further determine the molecular structure of the crystal material, X-ray single crystal structure analysis was carried out on the crystal of the solid broadband green light emitting crystal material prepared in Example 1. Select a single crystal with a suitable size under a microscope, and the single crystal used for single crystal structure determination has a size of 0.400x 0.340x 0.270mm and is light brown. Crystal structure determination was carried out on a Bruker Smart1000CCD X-ray single crystal diffractometer with graphite monochromated Cu K α Rays Diffraction data were collected at 150(2)K. The crystal structure was solved by the direct method, and the software used was SHELXS-2013 and SHELXL-2014. All non-hydrogen atoms are obtained by the difference Fourier synthesis and the difference electron density function correction, and the coordinates of all hydrogen atoms are obtained from the d...

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PUM

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Abstract

The invention discloses a solid broadband green-light emission crystal material which is as shown in a formula I. Indole and pyrazolone serving as functional structure units are combined through an aza butadiene bridge bond phase to form a bis-heterocyclic organic light-emitting crystal material of aza butadiene bridging. The material has good green-light emission characteristics in crystalline state and solution. The material serving as an organic light-emitting material is used for the fields of light-emitting devices, laser dyes, fluorescence sensing, anti-counterfeiting techniques and biomedical analysis.

Description

[0001] Technical field: [0002] The invention relates to the technical field of organic luminescent materials, in particular to a solid broadband green light emitting crystal material and a preparation method thereof. [0003] Background technique: [0004] Organic light-emitting materials are widely used in organic electroluminescence devices (OLEDs), organic solid-state lasers, organic photovoltaic cells, biomedical fluorescence imaging, organic fluorescence sensors, and anti-counterfeiting materials. In most cases, organic light-emitting materials show strong fluorescence in dilute solutions, but only weak fluorescence or even fluorescence quenching in solid state, aggregated state or crystalline state. However, in practical applications, organic light-emitting materials often exist in the form of solid films or other aggregates. At the same time, organic light-emitting materials will inevitably crystallize under external conditions such as heat during use, thereby affectin...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D403/12C09K11/06
CPCC07B2200/13C07D403/12C09K11/06C09K2211/1029C09K2211/1044
Inventor 孙一峰吉国强胡建华秦健强刘梦影陈俊汪昭玮张译方安坤牟德海
Owner INST OF ANALYSIS GUANGDONG ACAD OF SCI (CHINA NAT ANALYTICAL
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