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Silane bridging luminescent material, preparation method and application thereof, and color developing agent

A luminescent material and bridging technology, which is applied in the detection field, can solve the problems of destroying the original state of fingerprints, the inability to repeat the measurement, and the health hazards of the testing personnel, etc., and achieve high-efficiency and high-resolution latent fingerprint imaging, high yield, and simple preparation methods. Effect

Active Publication Date: 2020-06-23
HANGZHOU NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] However, these methods have their own shortcomings, such as the most commonly used powder brushing method, the small-sized dust, some carcinogenic fluorescent dyes, and the toxic gases produced by the decomposition of fumigated substances will cause serious health problems to the inspectors. Hazard, and mass spectrometry will destroy the original state of the fingerprint and cannot be used for repeated determination

Method used

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  • Silane bridging luminescent material, preparation method and application thereof, and color developing agent
  • Silane bridging luminescent material, preparation method and application thereof, and color developing agent
  • Silane bridging luminescent material, preparation method and application thereof, and color developing agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Preparation of monosilane-bridged bis-tetraphenylethylene luminescent material (BTPE-Si1)

[0054]

[0055] Reaction equation:

[0056]

[0057] (1) Intermediate a" was prepared according to the method reported in the literature (Chem. Commun., 2014, 50, 1725-1727.).

[0058] (2) Under argon protection, add intermediate a" (300mg, 0.73mmol) and 20mL of anhydrous THF into a 100mL Schlenk bottle. Cool to -78°C. Add n-butyllithium solution (0.5mL, 0.8mmol, 1.6 M in n-hexane) was added dropwise to the flask, and the reaction mixture was stirred at -78°C for 3 h, and then dichlorodimethylsilane (44 μL, 0.36 mmol) was added dropwise. After the addition, the mixture was slowly warmed to room temperature and stirred After 2 h, the reaction was completed and the mixture was added to NaHCO 3 In aqueous solution, CH 2 Cl 2 The organic phase was extracted and washed with anhydrous Na 2 SO 4 Dry and remove the solvent by rotary evaporation under reduced pressure. The cr...

Embodiment 2

[0061] Preparation of bis-tetraphenylethylene luminescent material (BTPE-Si2) bridged by bissilane

[0062]

[0063] Reaction equation:

[0064]

[0065] Under argon protection, intermediate a" (300mg, 0.73mmol) and 20mL of anhydrous THF were added to a 100mL Schlenk bottle. Cool to -78°C. n-BuLi solution (0.5mL, 0.8mmol, 1.6M n-hexane solution) was added dropwise to the flask, the reaction mixture was stirred at -78°C for 3h, and then dichlorotetramethyldisilane (64μL, 0.36mmol) was added dropwise. After the addition was complete, the mixture was slowly warmed to room temperature and stirred for 2 hours, the reaction was completed and the mixture was added to NaHCO 3 In aqueous solution, CH 2 Cl 2 The organic phase was extracted and washed with anhydrous Na 2 SO 4 Dry and remove the solvent by rotary evaporation under reduced pressure. The crude product was purified by chromatography on a silica gel column, (CH 2 Cl 2 / PE=1 / 10) as eluent, the product was obtaine...

Embodiment 3

[0068] Preparation of trisilane-bridged bis-tetraphenylethylene luminescent material (BTPE-Si3)

[0069]

[0070] Reaction equation:

[0071]

[0072] (1) Preparation of two (trifluoromethanesulfonyl) hexamethyltrisilane 5a:

[0073] At 0°C, lithium metal (5.0 g, 714 mmol, washed with hexane before use) was added into THF (100 mL), and chlorodimethylphenylsilane 2 (15 mL, 89 mmol) was slowly added dropwise, and the mixture was stirred at 0 °C and stirred overnight. In a flask equipped with a dropping funnel, dichlorodimethylsilane (5.4 mL, 44.5 mmol) was dissolved in THF (150 mL) and cooled to 0°C. Transfer the dark red phenyldimethylsilyl lithium 3 solution to the dropping funnel with a syringe, and then slowly add it dropwise to the dichlorodimethylsilane solution over 5 minutes. After the addition was complete, the reaction mixture was allowed to warm to room temperature and stirred overnight. After the reaction was complete, THF was removed under reduced pressure...

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Abstract

The invention relates to the technical field of detection, and discloses a silane bridging luminescent material, a preparation method and an application thereof, and a color developing agent, the silane bridging luminescent material has a structure represented by a formula (I), and n is a natural number of 1-20; R1 is a conjugated luminescent group. The preparation method of the silane bridging luminescent material comprises the following steps: lithiating a chloro compound containing a conjugated luminescent group, and reacting with chlorosilane or trifluoromethanesulfonyl silane. The properties of the luminescent material are accurately regulated and controlled by utilizing sigma electrons of silicon-silicon, the obtained luminescent material shows high light stability and strong luminous efficiency, meanwhile, the original color of a luminophor is almost reserved, and the luminescent material has good lipophilicity, so that the capacity of combining with sebum is improved. The colordeveloping agent comprises the silane bridging luminescent material and acetonitrile and can be applied to the field of latent fingerprint display, and latent fingerprint visual imaging which is easyto operate, rapid and high in resolution is achieved.

Description

technical field [0001] The invention relates to the technical field of detection, in particular to a silane bridged luminescent material, its preparation method, application and color developer. Background technique [0002] Organopolysilane refers to a compound whose main chain is directly connected to Si-Si atoms and has R groups on the silicon atoms. As early as the mid-20th century, Gilman et al. observed that the electronic properties of oligomeric silanes and their structural analogues, alkanes, differ significantly. Alkanes have no absorption above 190nm, while oligosilanes show strong absorption at 200-300nm. This is because the σ electrons of the polysilane main chain can be delocalized along the Si-Si main chain to obtain a σ conjugation effect similar to the π conjugation effect. This conjugation effect makes polysilane show an energy gap of 3-4eV semiconductor behavior. [0003] The introduction of π-conjugated units in the main chain can make the polymer have...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08C09K11/06G06K9/00
CPCC07F7/0805C07F7/0827C07F7/0814C09K11/06C09K2211/1007C09K2211/1029G06V40/1312
Inventor 周志宽项小双卢华丰宏杰冯肆洋盖立志
Owner HANGZHOU NORMAL UNIVERSITY
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