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Barbituric acid derivative, preparation method thereof, and application of derivative in data encryption and decryption

A barbituric acid and data encryption technology, applied in data encryption and decryption, in the field of barbituric acid derivatives and preparation, can solve problems such as limiting practical applications, and achieve excellent fluorescence activity and enhanced crystallization-induced emission

Active Publication Date: 2020-01-03
QILU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the disadvantage of conventional luminescent materials is aggregation-induced quenching (ACQ), thus these disadvantages limit their practical applications.

Method used

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  • Barbituric acid derivative, preparation method thereof, and application of derivative in data encryption and decryption
  • Barbituric acid derivative, preparation method thereof, and application of derivative in data encryption and decryption
  • Barbituric acid derivative, preparation method thereof, and application of derivative in data encryption and decryption

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Synthesis of compound (referred to as CB-1) shown in formula II:

[0056] 9-phenylcarbazole-3-carbaldehyde and 1,3-dimethylbarbituric acid (molar ratio of 1:1) were added to ethanol (10mL), heated to reflux for 3 hours, after the reaction was completed, the reaction After the end, the material was rotary evaporated to obtain a solid, which was purified by silica gel column chromatography (ethyl acetate:petroleum ether 2:1) to obtain the product, which was designated as CB-1, and the yield was 90%.

[0057] 1 H NMR (400MHz, Chloroform-d) δ9.34(d, J=1.7Hz, 1H), 8.81(s, 1H), 8.40(d, J=8.9, 1.8Hz, 1H), 8.26(d, J= 7.7Hz, 1H), 7.66(t, J=7.7Hz, 2H), 7.60–7.53(m, 3H), 7.51–7.46(m, 1H), 7.41(t, J=5.4Hz, 3H), 3.46( d, J = 1.5 Hz, 6H) (Fig. S1). FT-IR (KBr, cm-1): 1722 (C = O).

Embodiment 2

[0059] Synthesis of compound (referred to as CB-2) shown in formula I:

[0060] 9-phenylcarbazole-3-carbaldehyde and 1,3-diphenylbarbituric acid (1:1 molar ratio) were added to ethanol (10mL), heated to reflux for 3 hours, after the reaction was completed, the reaction After the end, the material was rotary evaporated to obtain a solid, and the solid was purified by silica gel column chromatography (ethyl acetate:petroleum ether 2:1) to obtain the product, which was designated as CB-2, and the yield was 90%.

[0061] 1 H NMR (400MHz, Chloroform-d) δ9.32(s,1H),8.95(s,1H),8.49(d,J=9.6Hz,1H),8.23(d,J=7.7Hz,1H),7.69 –7.61(m,3H),7.53(d,J=11.4Hz,6H),7.47(t,J=7.6Hz,4H),7.37(d,J=8.0Hz,6H)(Fig.S3).FT -IR(KBr,cm -1 ): 1737 (C=O).

[0062] The synthetic routes of CB-1 and CB-2 are as follows:

[0063]

[0064] CB-1, CB-2 prepared by embodiment 1, 2 are characterized as follows:

[0065] The ultraviolet-visible absorption spectrum of CB-1, CB-2 in tetrahydrofuran (THF) solution i...

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Abstract

The invention provides a barbituric acid derivative, a preparation method thereof, and an application of the derivative in data encryption and decryption. The chemical structure of the barbituric acidderivative is represented by formula I shown in the description. The barbituric acid derivative has the characteristic of crystallization-induced emission enhancement, and can be used for data encryption and decryption.

Description

technical field [0001] The disclosure belongs to the technical field of excitation-response luminescent materials, and relates to barbituric acid derivatives, preparation methods and applications in data encryption and decryption. Background technique [0002] The statements herein merely provide background information related to the present disclosure and may not necessarily constitute prior art. [0003] Incentive-responsive luminescent materials have attracted much attention because of their wide range of applications in data security, sensors, optical data recording, and data protection. Among them, compounds that can be reversibly tuned between different brightness and emission colors have attracted much attention, although many light-emitting compounds show this property in solution. It is well known that the light-emitting properties of luminescent materials can be changed by changing the molecular structure, but this operation is almost irreversible or insufficient....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/06G06K19/02G06K19/06C09D11/50
CPCC07D403/06C09D11/50G06K19/022G06K19/0614
Inventor 崔月芝张汉君陶芙蓉徐进振李学晨
Owner QILU UNIV OF TECH
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