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Erasable fluorescent material based on external stimulation unlocking

A technology of fluorescent materials and fluorescent dyes, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of erasable and writable functions without encryption functions, etc.

Active Publication Date: 2020-05-08
TAIYUAN UNIV OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, the erasable and writable functions in the common responsive fluorescent materials do not have encryption functions, that is, the materials only have two states that can be converted to each other under external stimuli.

Method used

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  • Erasable fluorescent material based on external stimulation unlocking
  • Erasable fluorescent material based on external stimulation unlocking
  • Erasable fluorescent material based on external stimulation unlocking

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051]Weigh 272.41 mg (1 mmol) of 3-hexyl-2-(4-formylphenyl)thiophene, add it to a 50 mL round-bottomed flask with 15 mL of absolute ethanol, raise the temperature to 50° C., and make 3-hexyl-2-( 4-formylphenyl)thiophene was completely dissolved.

[0052] Add 79.27mg (1.2mmol) of malononitrile and keep the reaction at 50°C for 5h.

[0053] After the reaction was complete, the solvent was removed by vacuum rotary evaporation, and the mixed solvent of petroleum ether and ethyl acetate with a volume ratio of 20:1 was used as the eluent to separate and purify the crude product by column chromatography to obtain 2-(4-(3- Hexylthiophene-2-)benzylidene)malononitrile yellow powder solid.

[0054] 1 H NMR (600 MHz, CDCl 3 ) δ = 7.90 (d, J = 8.6 Hz, 2H), 7.69 (s, 2H),7.68 (s, 1H), 7.34 (d, J = 3.7 Hz, 1H), 6.82 (d, J = 3.6 Hz, 1H), 2.85 (t, J = 7.6 Hz, 2H), 1.70 (dd, J = 15.2, 7.6 Hz, 2H), 1.40 – 1.30 (m, 6H), 0.90 (t, J = 7.0 Hz, 3H).

[0055] 13 C NMR (151 MHz, CDCl 3 )...

Embodiment 2

[0058] The yellow powder solid prepared in Example 1 was recrystallized with ethanol to obtain 240 mg of yellow crystalline grains in the α crystal state, with a yield of 75%, which was stored frozen in a refrigerator.

[0059] The X-ray diffraction pattern of the yellow crystals is as follows figure 1 , the appearance of sharp diffraction peaks indicates that it is a crystalline sample, which is defined as the α-crystalline state.

[0060] The fluorescence emission spectrum of the α-crystalline fluorescent material under the excitation of 365nm blue light is as follows: figure 2 As shown, its maximum emission peak is located at 546nm, and the fluorescence quantum yield is 3.21%, which is manifested as yellow fluorescence.

Embodiment 3

[0062] The α-crystalline fluorescent material prepared in Example 2 was ground in a mortar and then characterized by X-ray diffraction. The spectrum is as follows: image 3 shown, although with figure 1 Compared with the reduction of diffraction peaks, but still in crystalline state, it is defined as β crystalline state.

[0063] The fluorescence emission spectrum of the β-crystalline fluorescent material under the excitation of 365nm blue light is as follows: Figure 4 , the maximum emission peak is located at 510nm, and the fluorescence quantum yield is 4.18%, showing green fluorescence.

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Abstract

The invention relates to an erasable fluorescent material based on external stimulation unlocking. The erasable fluorescent material is an alpha crystalline fluorescent material obtained by recrystallizing an organic fluorescent dye represented by the following structural general formula with a low-carbon alcohol solvent. The alpha crystalline state fluorescent material is converted into a beta crystalline state or a gamma amorphous state through external stimulation unlocking. The beta crystalline fluorescent material can realize alternate conversion between the beta crystalline state and thegamma amorphous state under the action of organic solvent steam fumigation and mechanical force; the gamma amorphous material can realize alternate conversion between a gamma amorphous state and a beta crystalline state under the action of mechanical force and organic solvent steam fumigation. Alternate conversion between the beta crystalline state and the gamma amorphous state realizes an erasable function after external stimulation unlocking.

Description

technical field [0001] The invention relates to a fluorescent material with a rewritable function, in particular to a fluorescent material with an external stimulus unlocking feature and a rewritable fluorescent material after unlocking. [0002] technical background [0003] Rewritable means that the written data can be erased and rewritten to endow the storage device with the function of repeated use. If a certain material has two states with different physical properties, such as phase transition, and these two states can be converted to each other under external responses or stimuli, then these two states of the material can act as 0 and 1 in binary, and the material can be used for the preparation of rewritable memory devices. [0004] Among them, the fluorescent signal has superior characteristics such as high sensitivity and short response time, and has attracted extensive attention of scientific researchers. [0005] When subjected to external stimuli such as light,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/24C09K11/06
CPCC07D333/24C09K11/06C09K2211/1092
Inventor 郭鹍鹏张芳李洁单玲玲梁效中李达马鹏飞刘素平梁晓雯
Owner TAIYUAN UNIV OF TECH
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