Circular polarization luminescent material with intelligent response multicolor conversion and preparation method and application thereof

A luminescent material and multi-color conversion technology, applied in the field of fluorescent materials, can solve the problems of lengthy and complicated process and low yield, and achieve high fluorescent quantum efficiency, good reversibility, and sensitive response

Active Publication Date: 2020-08-25
HUZHOU TEACHERS COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The reported materials with circularly polarized luminescent properties all have very complex molecular structures, and the preparation process is lengthy and complicated, and the yield is low

Method used

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  • Circular polarization luminescent material with intelligent response multicolor conversion and preparation method and application thereof
  • Circular polarization luminescent material with intelligent response multicolor conversion and preparation method and application thereof
  • Circular polarization luminescent material with intelligent response multicolor conversion and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0038] Embodiment 1: Synthesis of circularly polarized luminescent material shown in formula (I)

[0039]Step (1), synthesis of intermediate (II): Weigh cholesteryl formyl chloride (2.24g, 6.0mmol) and dissolve it in dry tetrahydrofuran (25mL), and add the solution dropwise to p-aminobenzyl acetonitrile ( 0.66 g, 5.0 mmol) and triethylamine (2.10 mL, 15 mmol) in dry tetrahydrofuran (30 mL). After stirring at room temperature for 12 hours, the solution was poured into water, and the product was extracted with a 1:3 volume ratio of chloroform / ethanol mixture, and the lower layer of the extract was washed with saturated brine, dried with anhydrous magnesium sulfate, filtered, and the filtrate Concentrate to dryness under reduced pressure. 2.43 g of white solid product intermediate (II) was obtained, with a yield of 89.3%. The structural confirmation of the substance is characterized as follows: 1 H NMR (500MHz, CDCl 3 ): δ (ppm) 7.41 (d, J = 8.35Hz, 2H); 7.26 (d, J = 8.65Hz, ...

Embodiment 2

[0041] Embodiment 2: Synthesis of circularly polarized luminescent material shown in formula (I)

[0042] Step (1), synthesis of intermediate (II): Weigh p-aminophenylacetonitrile (0.66g, 5.0mmol) and pyridine (0.08g, 10mmol) and dissolve in dry chloroform (20mL), and dissolve the solution at -5°C Add dropwise to a solution of cholesteryl formyl chloride (1.87 g, 5.0 mmol) in dry chloroform (25 mL). After stirring at room temperature for 18 hours, the solution was poured into water, and the product was extracted with a 1:2 volume ratio of chloroform / ethanol mixture, and the lower layer of the extract was washed with saturated brine, dried with anhydrous magnesium sulfate, filtered, and the filtrate Concentrate to dryness under reduced pressure. 2.31 g of white solid product intermediate (II) was obtained, with a yield of 84.8%.

[0043] Step (2), synthesis of circularly polarized luminescent material represented by formula (I-m): take intermediate (II) (1.09g, 2.00mmol) prep...

Embodiment 3

[0044] Embodiment 3: Synthesis of circularly polarized luminescent material shown in formula (I)

[0045] Step (1), synthesis of intermediate (II): Weigh cholesteryl formyl chloride (2.24g, 6.0mmol) and dissolve it in dry dichloromethane (25mL), and add the solution dropwise to the solution containing p-aminobenzene at 0°C A solution of acetonitrile (0.66 g, 5.0 mmol) and triethylamine (1.86 mL, 14 mmol) in dry dichloromethane (25 mL). After stirring at room temperature for 10 hours, the solution was poured into water, the product was extracted with a 1:3 volume ratio of chloroform / ethanol mixture, the lower layer of the extract was washed with saturated brine, dried with anhydrous magnesium sulfate, filtered, and the filtrate Concentrate to dryness under reduced pressure. 2.28 g of white solid product intermediate (II) was obtained with a yield of 83.7%.

[0046] Step (2), synthesis of circularly polarized luminescent material represented by formula (I-o): take intermediate...

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Abstract

The invention discloses a circular polarization luminescent material with intelligent response multicolor conversion and a preparation method thereof. The intelligent response multicolor conversion circular polarization luminescent material has a structure shown as a formula I, cholesterol chiral groups are introduced into the structure, molecules are self-assembled to form spirally stacked nanotubes, yellow circular polarization luminescence is shown, and the asymmetry factor |g<lum>| is as high as 0.016. The fluorescence color and the circular polarization intensity of the circular polarization luminescent material have intelligent responsiveness to various external stimuli, including external force, temperature, illumination and organic solvent stimuli, and the circular polarization luminescent material is sensitive in response, high in contrast ratio and good in reversibility. The preparation method of the intelligent response multicolor conversion circular polarization luminescentmaterial is simple and efficient, and can be applied to the fields of force-induced discoloration, thermochromism, photochromism, steam-induced discoloration and other sensing materials, optical storage and display, anti-counterfeiting, circular polarization luminescent materials and the like.

Description

technical field [0001] The invention belongs to the technical field of fluorescent materials, and in particular relates to a circularly polarized luminescent material with intelligent response to multicolor transition and a preparation method thereof. Background technique [0002] Circularly polarized luminescence refers to the phenomenon that a chiral luminescent system emits different left-handed and right-handed circularly polarized light. For OLED displays, in order to reduce the reflectivity of ambient light and achieve higher image contrast, it is often necessary to use polarizers to obtain circularly polarized light, but this will also cause a loss of more than 50% of the brightness of the light. The circularly polarized luminescent material itself can directly emit circularly polarized light, has higher luminous efficiency and clarity, and can obtain a more energy-saving OLED display. In addition, circularly polarized luminescent materials also have great potential ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J9/00C09K9/02C09K11/06G09F3/00
CPCC07J9/00C09K9/02C09K11/06C09K2211/1007C09K2211/1011G09F3/0294
Inventor 孙璟玮杨圣晨张玉建
Owner HUZHOU TEACHERS COLLEGE
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