A kind of mechanochromic material and preparation method thereof

A technology of color-changing and compounding, which is applied in the fields of color-changing fluorescent materials, analytical materials, material excitation analysis, etc., which can solve the problems of difficult realization, unclear color-changing mechanism, and few types of mechanochromic materials.

Active Publication Date: 2021-06-11
WEIFANG UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far, there is no unified theory on the formation mechanism of mechanochromic fluorescent materials, and the development of mechanochromic materials is still far behind other stimuli-responsive color-changing materials, such as photochromic materials and electrochromic materials.
The main problems are that there are few types of mechanochromic materials, the mechanism of discoloration is not clear, and it is difficult to realize practical applications.

Method used

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  • A kind of mechanochromic material and preparation method thereof
  • A kind of mechanochromic material and preparation method thereof
  • A kind of mechanochromic material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Compound B 1 Synthesis of: Compound B 1 The synthetic route is attached figure 1 shown.

[0039]

[0040] 1) Synthesis of Compound 1: Put 30mmol of 4-bromopyridinecarbaldehyde and 15mmol of indolinone into a reaction flask, add 100ml of dry toluene, heat to reflux for 10h, then cool the reaction system, spin the solvent, and the residue Silica gel column chromatography (petroleum ether: ethyl acetate ratio of 5:1) gave a light yellow crude product, which was recrystallized in a mixed solvent of petroleum ether ethyl acetate to give a light yellow white solid with a yield of 54%.

[0041]

[0042] 2) Synthesis of compound 2: Add 20 mmol of compound 1 to the reaction flask, add 100 ml of tetrahydrofuran, add 1.2 equivalents of triphenylamine borate and catalyst 1,1'-bis(diphenylphosphine) according to the molar amount of compound 1 Ferrocene Nickel Dichloride (Ni(dpppf)Cl 2 ), heated to reflux overnight in a nitrogen atmosphere. Then the reaction system was coo...

Embodiment 2

[0047] (1) Our compound B 1 Solid UV test before and after milling, compound B 1 Solid UV spectra before and after grinding, as attached figure 2 As shown, from the figure we can see that compound B 1 There is little change in solid UV before and after grinding. by compound B 1 The solid fluorescence before and after grinding was tested and calculated to obtain compound B 1 The solid fluorescence quantum efficiency changed from 1.9 to 1.8 before and after grinding.

[0048] (2) In order to detect the grinding and discoloration characteristics of the luminescent material of the present invention, compound B 1 Put it into a mortar, grind for 2-3 minutes, and use 420nm as the excitation wavelength to perform solid-state fluorescence spectrum detection. The results are shown in the attached image 3 shown. It can be seen from the figure that after grinding, compound B 1 The maximum absorption peak shifted red from 610nm to 653nm, and the corresponding color changed from o...

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PUM

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Abstract

A class of mechanochromic material and a preparation method thereof, wherein the mechanochromic material is a compound with a general formula I structure. The compound provided by the present invention has the characteristics of grinding and discoloration, red-shifted from 610nm to 653nm, during the process of grinding-fumigation and grinding-heating, due to the change of molecules between crystalline state and amorphous state, the luminous color changes reversibly; in view of this type Due to the good mechanochromic properties of the material, the polymer can be doped to detect the damage and aging of the polymer material during use.

Description

technical field [0001] The invention relates to a new type of mechanochromic material. Background technique [0002] In the past ten years, mechanochromic materials have become a research hotspot for scientists. Molecules usually have large steric hindrance or torsion angle. In the aggregated state, the propeller-like non-planar conformation in the molecular structure can hinder the π of the compound in the aggregated state. -π stacking, so that the molecules have a loose stacking structure. When subjected to external stimuli (such as mechanical force, pH, etc.), they often show changes in fluorescence properties with changes in intermolecular forces or conformational changes, so they have mechanochromism. The characteristics of the response. In 2010, Park's research group first reported stilbene nitrile derivatives with aggregation-induced emission (AIE) properties, and the compound changed from green to blue under pressure. The compound is doped in PMMA, and this film sh...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K9/02G01N1/28G01N21/64G01N23/2005G01N23/207
CPCC07F5/022C09K9/02C09K2211/1029C09K2211/1055G01N1/286G01N21/6402G01N23/2005G01N23/207G01N2001/2866
Inventor 刘美芳李考学代斌王林同
Owner WEIFANG UNIVERSITY
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