A small molecule aiee luminescent material with triple stimuli responsiveness and its preparation method

A technology of stimuli-responsive and luminescent materials, which is applied in the direction of luminescent materials, the preparation of organic compounds, and the preparation of carboxylic acid nitriles. It can solve the problems of single-stimuli-responsiveness and triple-stimuli-responsive luminescent materials, and achieve simple structure and easy synthesis. , a wide range of effects

Active Publication Date: 2020-11-03
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Most of the stimuli-responsive luminescent materials reported so far only have single stimuli responsiveness, and some reported luminescent materials have dual stimuli responsiveness, while there are relatively few reports on luminescent materials with triple stimuli responses.

Method used

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  • A small molecule aiee luminescent material with triple stimuli responsiveness and its preparation method
  • A small molecule aiee luminescent material with triple stimuli responsiveness and its preparation method
  • A small molecule aiee luminescent material with triple stimuli responsiveness and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] (1) Synthesis of 2-(2-(2-methoxyethoxy)ethoxy)ethyl-4-methylbenzenesulfonate

[0045] Triethylene glycol monomethyl ether (30.0g, 0.183mol) was added to a 500mL single-necked bottle, and then an aqueous solution of NaOH (9.96g, 0.249mmon) with a mass concentration of 5wt% and 100mL of THF were added, and the mixture was slowly stirred in an ice bath. Add a THF solution of p-toluenesulfonyl chloride (31.66g, 0.166mol) dropwise for 0.5h, and continue to react for 2h after the dropwise addition is completed. After multiple extractions, the organic phases were combined, and the obtained organic phase was dried with anhydrous sodium sulfate for 1 h, and the organic phase was collected by filtration, and spin-dried to obtain 48.06 g of a light yellow liquid product, with a yield of 82.5%;

[0046] (2) Preparation of 3,4,5-tris(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)methylbenzoate

[0047] Add methyl gallate (5.12g, 0.0278mol), anhydrous potassium carbonate (23.11g, 0.167mmol) a...

Embodiment 2

[0056] (1) The synthesis of M1 is the same as in Example 1

[0057] (2) M1 is dissolved in the mixed solvent of tetrahydrofuran / petroleum ether to obtain a concentration of 5×10 -5 mol.L -1 transparent solution, the solution emits blue light under 365nm ultraviolet light, and with the increase of petroleum ether content in the solution, the luminous intensity of the solution increases gradually, and the luminous wavelength gradually red shifts.

Embodiment 3

[0059] (1) The synthesis of M1 is the same as in Example 1

[0060] (2) Dissolve M1 in water to obtain a concentration of 5 mg.mL -1 The transparent solution of the solution emits blue light under 365nm ultraviolet light, and with the increase of the ultraviolet irradiation time, the luminous intensity of the solution increases gradually, and the luminous wavelength gradually blue shifts.

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Abstract

The invention discloses a small-molecule AIEE (aggregation-induced emission enhancement) light emitting material with triple-stimulation responsiveness and a method for preparing the small-molecule AIEE light emitting material. The small-molecule AIEE light emitting material is made from raw materials including toluene sulfonyl chloride, methyl gallate, hydroxybenzyl cyanide and the like. The method includes carrying out reaction such as substitution, oxidation, reduction and Knoevenagel condensation to obtain the small-molecule AIEE light emitting material. The small-molecule AIEE light emitting material and the method have the advantages that typical aggregation-induced fluorescence enhancement effects can be realized by the small-molecule AIEE light emitting material, the small-moleculeAIEE light emitting material further has temperature, alkali and ultraviolet light sensitive behavior, and accordingly the small-molecule AIEE light emitting material and the method have potential application value in the field of alkaline substance analysis and detection, temperature sensors, intelligent switches, medicine controllable release, light-response light emitting materials and the like.

Description

technical field [0001] The invention belongs to the technical field of luminescent materials, and in particular relates to a class of small molecule AIEE luminescent materials with multiple stimulus responsiveness and a preparation method thereof. Background technique [0002] The stimuli-responsive luminescent material is a kind of intelligent luminescent material. Compared with a single luminescent material, the luminous intensity and color of the stimuli-responsive luminescent material will change accordingly when receiving external stimuli. This unique property makes it have potential application value in the fields of fluorescent anti-counterfeiting materials, substance detection, indicator, drug controllable release and so on. The currently reported stimuli-responsive luminescent materials include temperature-responsive luminescent materials, light-responsive luminescent materials, ionic strength-responsive luminescent materials, pH-responsive luminescent materials and...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C255/37C07C253/30C09K11/06
CPCC07C255/37C09K11/06C09K2211/1007
Inventor 张海良袁勇杰李强军黎金娣刘薇
Owner XIANGTAN UNIV
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