Fluorescent dye probe for latent fingerprint detection as well as preparation method and application of fluorescent dye probe

A fluorescent dye and latent fingerprint technology, applied in applications, luminescent materials, chemical instruments and methods, etc., can solve the problems of high toxicity, reagents cannot be stored for a long time, and latent fingerprint imaging difficulties, etc., to achieve low toxicity and ensure biological safety and low toxicity, avoiding the effect of repeated washing

Active Publication Date: 2021-11-02
SHANGHAI NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the design and synthesis of these reagents are beneficial to the development of chemical reagents for latent fingerprint visualization, there are still many problems: 1) most fluorescent dyeing reagents need to be washed repeatedly to clearly show fingerprint lines after being used for fingerprint visualization; 2) many Reagents cannot clearly show the third-level characteristics of fingerprints; 3) Nanomaterials are easy to aggregate, resulting in reagents that cannot be stored for a long time; 4) Some reagents still require a high proportion of organic solvents to participate in dissolution, resulting in greater toxicity
5) It is still difficult for powder reagents to image latent fingerprints in a humid environment
So far, except for such reagents, new efficient, fast and convenient fluorescent compounds for latent fingerprint dyeing have not been reported yet.

Method used

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  • Fluorescent dye probe for latent fingerprint detection as well as preparation method and application of fluorescent dye probe
  • Fluorescent dye probe for latent fingerprint detection as well as preparation method and application of fluorescent dye probe
  • Fluorescent dye probe for latent fingerprint detection as well as preparation method and application of fluorescent dye probe

Examples

Experimental program
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preparation example Construction

[0050] As mentioned above, the preparation method of fluorescent dye probes for latent fingerprint detection, the overall method is similar to FLYSTracker@Yellow and probe FLYSTracker@Yellow in this example, and when the same or similar method is used for fingerprint imaging, it can also be obtained Better fingerprint imaging effect, the method comprises the following steps:

[0051] (1) In the reactor, add N-acetylglycine, R 3 Aldehyde, sodium acetate and acetic anhydride, reflux reaction under the protection of nitrogen, after the reaction, cool until there is solid precipitation, then wash off the anhydride, filter, then wash, and dry to obtain the product A; N-acetylglycine and R 3 The mol ratio of aldehyde is (1.1-1.3): 1, the time of reflux reaction is 2-10h, and the reaction formula is as follows:

[0052]

[0053] (2) In the reactor, add compound A and R respectively 2 amine, and then add a solvent to submerge the solid, reflux reaction overnight under the protect...

Embodiment 1

[0065] Synthesis of fluorescent dye probe FLYSTracker@Yellow:

[0066] (1) Preparation of Compound 1:

[0067]

[0068] In a 100mL round bottom flask, add N-acetylglycine (500mg, 4.27mmol), p-dimethylaminobenzaldehyde (530mg, 3.56mmol) and sodium acetate (437mg, 5.33mmol), acetic anhydride (6ml) respectively, Under the protection of nitrogen, the reaction was refluxed for 3h. After cooling to room temperature, a solid precipitated out. The acid anhydride was washed away with 15 ml of n-hexane, filtered, washed with cold ethanol, and dried overnight at 60° C. in a vacuum desiccator to obtain the product as a dark red solid with a yield of 65%. 1 H NMR (400MHz, CDCl 3 ) 8.00 (d, J=8.9Hz, 2H), 7.09 (s, 1H), 6.70 (d, J=9.0Hz, 2H), 3.09 (s, 6H), 2.37 (s, 3H).

[0069] (2) Preparation of compound 2:

[0070]

[0071] In a 100mL round-bottomed flask, were added compound 1 (500mg, 2.17mmol), N,N-dimethylethylenediamine (474μL, 4.34mmol), potassium carbonate (495mg, 3.25mmol)...

Embodiment 2

[0083] Synthesis of fluorescent dye probe FLYSTracker@Red:

[0084] (1) Preparation of compound 3:

[0085]

[0086] In a 100mL round bottom flask, add respectively compound 2 (500mg, 1.6mmol) in Example 1, p-dimethylaminobenzaldehyde (358mg, 2.4mmol), zinc chloride (2.2g, 16mmol), dioxygen Hexacyclic (20mL), reflux reaction under nitrogen protection for 2-4h. Cool and remove the solvent under reduced pressure. Column chromatography with dichloromethane gave a purple solid with a yield of 60%. 1 HNMR (400MHz, CDCl 3 )δ9.73(s,1H),7.99(d,J=8.8Hz,2H),7.73(d,J=8.8Hz,2H),7.08(s,1H),6.71(s,5H),3.07( s,18H),2.36(s,4H).

[0087] (2) Preparation of probe FLYSTracker@Red fluorescent dye probe for latent fingerprint imaging:

[0088]

[0089] Compound 3 (100mg, 0.23mmol) was dissolved in 80ml of dichloromethane and heated to dissolve completely, then filtered while hot. Add iodomethane (0.57ml, 6.26mmol) to the filtrate and stir at room temperature for 48 hours. Precipitate...

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Abstract

The invention relates to a fluorescent dye probe for latent fingerprint detection as well as a preparation method and application thereof. The core chemical structural formula of the probe is as shown in a formula I defined in the description, wherein R1 is an aromatic ring (including aromatic heterocyclic ring) compound or methyl, and at least one of R2 and R3 is a hydrophilic group. The functional fluorescent dye probe molecule provided by the invention can be used for selectively dyeing DNA and latent fingerprints in latent fingerprints, then the latent fingerprints on the surfaces of various objects can be shown by using a method of exciting light with different emission wavebands after being dyed by virtue of portable excitation of light sources with various wavebands and a digital single lens reflex camera, and a high-definition latent fingerprint fluorescence image is obtained.

Description

technical field [0001] The invention relates to the field of latent fingerprint detection, in particular to a fluorescent dye probe for latent fingerprint detection and its preparation method and application. Background technique [0002] Fingerprints are unique patterns on the skin of the fingers, made up of raised lines on the skin. The starting point, ending point, bifurcation, and combination of these raised lines are called fingerprint minutiae feature points. Each person's fingerprint and even each ridge of a fingerprint is unique. Therefore, human fingerprints have three major characteristics: lifelong basic invariance, uniqueness, and leaving traces when touched. According to the characteristics that human fingerprints are different and basically unchanged throughout life, fingerprint identification has developed into a very important and reliable method in the field of forensic science, which can provide important clues and evidence. [0003] However, compared t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/96C07D401/06C09K11/06A61B5/1172
CPCC07D233/96C07D401/06C09K11/06A61B5/1172C09K2211/1044C09K2211/1029
Inventor 黄楚森阮楠楠魏小琴余享贾能勤朱一明
Owner SHANGHAI NORMAL UNIVERSITY
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