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Application of a diarylethene compound in fluorescent color development of fingerprints

A diarylethene compound technology, applied in the application field of diarylene compounds in fingerprint fluorescent color development, to achieve the effects of increased polarity, high contrast, and not easy to aggregate

Active Publication Date: 2021-10-08
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This solves the technical problems that need to be improved, such as the integrity, uniformity, three-level feature resolution ability, and contrast of the existing fluorescent developer color fingerprints.

Method used

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  • Application of a diarylethene compound in fluorescent color development of fingerprints
  • Application of a diarylethene compound in fluorescent color development of fingerprints
  • Application of a diarylethene compound in fluorescent color development of fingerprints

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0167] A kind of compound, it is compound T1, the representative method of synthetic compound T1 is as follows:

[0168]

[0169] Compound 1 (200mg, 0.733mmol, 1eq.), compound 2 (159mg, 0.733mmol, 1eq.) and piperidine (2 drops) in EtOH (3mL) were reacted at 80°C for 16h. Concentrated under reduced pressure, the crude product was purified by flash preparative liquid chromatography (mobile phase gradient: DCM / MeOH=0-15%) to obtain red solid compound T1 (220 mg, yield 64%). Mass Spectrum (ESI, m / z): 393.3 (M-Br) + .

[0170] Compound T1 is hydrophilic, soluble in water, and also has certain oil solubility, for example, it can be better dissolved in methanol, ethanol, DMF, DMSO, acetonitrile, tetrahydrofuran, dichloromethane and other oil-soluble solvents; insoluble in n-hexane , diethyl ether and ethyl acetate and other less polar solvents. Compound T1 has almost no fluorescence in aqueous solution, and emits strong orange-red fluorescence in 99% ethyl acetate / water system,...

Embodiment 2

[0180] A diarylethene compound T2, which has the following structural formula:

[0181]

[0182] The method of synthesizing this compound:

[0183] Compound 3 (363mg, 1.00mmol, 1eq.), compound 4 (262mg, 1.00mmol, 1eq.) and piperidine (3 drops) in EtOH (5mL) were reacted at 80°C for 16h. Concentrated under reduced pressure, the crude product was purified by flash preparative liquid chromatography (mobile phase gradient: DCM / MeOH=0-18%) to obtain a red solid (271 mg, yield 48%). Mass Spectrum (ESI, m / z): 483.3 (M-Br) + .

[0184] The compound has amphiphilicity, has weak fluorescence in aqueous solution, emits strong orange-red fluorescence in 99% ethyl acetate / water system, and has remarkable aggregation-induced luminescence effect.

[0185] The compound fluoresces strongly against the words lipids, indicating that the probe is indeed able to identify lipids in sweat latent fingerprints.

Embodiment 3

[0187] A diarylethene compound T3, which has the following structural formula:

[0188]

[0189] The method of synthesizing this compound:

[0190] Compound 5 (546mg, 2.00mmol, 1eq.), compound 6 (432mg, 2.4mmol, 1eq.) and piperidine (6 drops) in MeCN (30mL) were reacted at 80°C for 16h. Concentrate under reduced pressure, the crude product is purified by flash preparative liquid chromatography (mobile phase gradient: DCM / MeOH=0~20%), and the intermediate product T3-1 that will be separated is dissolved in the mixed solution of 50mL ethanol / water (volume ratio is 9:1), add LiOHH 2 O (419 mg, 10 mmol), after stirring overnight at room temperature, 1M hydrochloric acid was added dropwise to adjust the Ph value to 2-3. The organic solvent was removed by rotary evaporation, extracted three times with dichloromethane, and the combined extract was concentrated and separated by flash liquid phase preparative chromatography (mobile phase gradient: DCM / MeOH=0~25%) to obtain a red s...

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Abstract

The invention relates to the field of new materials, and specifically discloses the application of a diarylethene compound in fluorescent color development of fingerprints. The compound of the invention is used as a fluorescent developer, and the fluorescent developer has the following general structural formula: where Ar 1 is a hydrophobic aromatic ring, Ar 2 It is a hydrophilic aromatic heterocyclic cation. Using the fluorescent developer solution of the present invention can quickly, safely and efficiently develop the color of fingerprints on different substrates, and the developed fingerprints have high resolution and high contrast, and can clearly distinguish the first to third level details of fingerprints, It can provide effective and reliable evidence for individual identification, and provide a fast, efficient and safe fingerprint fluorescence color rendering technology for criminal investigation, judicial identification, popular science and public welfare.

Description

technical field [0001] The invention relates to the field of new materials, in particular to the application of a diarylethene compound in fluorescent color development of fingerprints. Background technique [0002] An intricate pattern of raised ridges and sunken grooves characterizes the corrugated skin on the extremities of the human body. This complex pattern of raised ridges and sunken grooves remains unchanged after an individual's birth, not only in different people but also in different fingers. When a finger comes into contact with an object's surface, water-based exudates such as sweat and oily substances such as sebum can be transferred and deposited on the surface, thereby forming a fingerprint. Fingerprints thus represent contact impressions of raised ridges in the skin. Because of the complexity, uniqueness and stability of the raised ridge pattern, fingerprints formed by raised ridges have been and are still considered the best basis for individual identific...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/20C09K11/06C07D217/10C07D409/06C07D401/06C07D215/233C07D213/38G01N21/64
CPCC07D213/38C07D215/20C07D215/233C07D217/10C07D401/06C07D409/06C09K11/06C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1033C09K2211/1092G01N21/6428G01N21/6456G01N2021/6439
Inventor 李冲朱明强
Owner HUAZHONG UNIV OF SCI & TECH
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