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A kind of multi-stimuli-responsive fluorescent-multicolor luminescent material and its preparation method and application

A luminescent material, responsive technology, applied in luminescent materials, fluorescence/phosphorescence, material analysis by optical means, etc., can solve problems such as limiting the application process of luminescent materials, and achieve easy large-scale commercialization, simple synthesis, raw materials Inexpensive and accessible effects

Active Publication Date: 2021-03-16
HENAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Despite the success in developing multicolor luminescent materials, there are still some limitations, as most of them just show interconversion between two-color luminescence or simple fluorescence / phosphorescence transition
Therefore, it is still a huge challenge to develop multicolor luminescent materials or realize the interconversion of fluorescence to multicolor phosphorescence, which greatly limits the application process of luminescent materials.

Method used

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  • A kind of multi-stimuli-responsive fluorescent-multicolor luminescent material and its preparation method and application
  • A kind of multi-stimuli-responsive fluorescent-multicolor luminescent material and its preparation method and application
  • A kind of multi-stimuli-responsive fluorescent-multicolor luminescent material and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] A fluorescent-multicolor luminescent material with multi-stimuli responsiveness, its structural formula is shown in the following formula:

[0032]

[0033] Concrete preparation steps are as follows:

[0034] Hexafluorobenzene (1 mmol, 0.186 g), 4-mercaptopyridine (9 mmol, 1 g) were added to DMF solvent (30 ml), and CeCO 3 (10 mmol, 3.25 g), reacted at 70°C for 72 hours under a nitrogen atmosphere, and stopped the reaction; when it was cooled to room temperature, a large amount of distilled water was added to produce an orange precipitate, and after filtration, column chromatography (volume ratio, ethyl acetate / petroleum ether =1:2 ) to obtain a hexapyridyl-substituted benzenesulfide compound, which is designated as compound 1. The hydrogen spectrum and carbon spectrum of compound 1 are as follows figure 1 and figure 2 Shown: 1 H NMR (400 MHz, DMSO, 298 K): δ = 7.06 (m, 12H), 8.28 (m, 12H). 13 CNMR (100 MHz, DMSO, 298 K): δ = 124.21, 130.38, 141.62, 150.63.

Embodiment 2

[0035] Example 2 (solvent-induced aggregation and luminescent phenomenon)

[0036] Get the DMF solution of compound 1 gained in example 1, compound 1 concentration in DMF is 10 -4 M, by adding different volumes of methanol to it, the volume fraction of methanol (the volume ratio of methanol to DMF+methanol) was 0, 20%, 40%, 60%, 80%, 90%, respectively, and the concentration of compound 1 was kept at 10 -5 M. Take 3 mL respectively in a cuvette, use 365 nm as the excitation wavelength, and detect the emission spectrum in the wavelength range of 390 nm to 700 nm. The maximum emission wavelength is 515 nm, and green light is emitted at this time. By collecting different volume fractions to record its emission spectrum, the obtained emission spectrum is as follows image 3 shown in . Depend on image 3 It can be seen that the main emission peak of compound 1 in DMF is at 410 nm, with the addition of methanol, the absorption peak at 410 nm decreases, and a new absorption peak ...

Embodiment 3

[0037] Example 3 (acid-base induced luminescence transition)

[0038] Get the DMF solution of compound 1 obtained in example 1, concentration 10 -5 M. The solution was adjusted to acidity by adding HCl (12 M) dropwise thereto, at which point the pH was 6. Take 3 mL in a cuvette, use 365 nm as the excitation wavelength, and detect the emission spectrum in the wavelength range of 390 nm to 700 nm. The maximum emission wavelength is 540 nm, which emits yellow light. Continue to add sodium hydroxide dropwise to the yellow light solution to adjust to alkalinity, at this time the pH is 8. Take 3 mL in a cuvette, use 365 nm as the excitation wavelength, and detect the emission spectrum in the wavelength range of 390 nm to 600 nm. The maximum emission wavelength is 410 nm, and blue light is emitted at this time. The resulting emission spectrum is as Figure 4 shown in .

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Abstract

The invention discloses a fluorescence-multicolor luminescent material with multi-stimuli responsiveness, and a preparation method and application of thereof, belonging to the technical field of organic luminescent materials. The molecular structural formula of the multicolor luminescent material is shown in the specification. According to the invention, a polyaromatic ring-based sulfur unit is used as a parent nucleus, and a pyridine group is adopted for modification so as to obtain the luminescent material with a multi-stimulus responsive behavior. The material provided by the invention is switched from blue light to green light, yellow light and orange light under stimulation of different external environments, wherein the switching of the blue light to the yellow light and the switching of the blue light to the orange light are reversible. The material has multicolor luminescence characteristics under different stimuli, and thus can be applied to the aspects of environment detection and the like.

Description

technical field [0001] The invention belongs to the technical field of organic light-emitting materials, and in particular relates to a multi-stimuli-responsive fluorescent-multicolor light-emitting material and its preparation method and application. Background technique [0002] Luminescent materials with multicolor luminescence conversion sensitive to environmental changes (such as solvents, temperature, metal ions, light, pH value, etc.) potential applications have attracted extensive attention. By adjusting the crystallinity, phase and composition of the material, corresponding multicolor luminescence can be obtained. So far, a series of multicolor luminescent materials have been reported, such as quantum dots, diarylethene (DAE) derivatives, tetraphenylethylene (TPE) derivatives, etc. Despite the success in developing multicolor emitting materials, there are still some limitations because most of them just show interconversion between two-color emission or simple flu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/70C09K11/06G01N21/64
CPCC07D213/70C09K11/06C09K2211/1029G01N21/64G01N21/6402
Inventor 贾小永王新张伟风
Owner HENAN UNIVERSITY