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High-sensitivity force induced off-color composite material and preparation method thereof

A composite material and high-sensitivity technology, applied in the field of high-sensitivity mechanochromic composite materials and their preparation, can solve the problem of too strong interaction force of small molecule fluorescent dyes, and achieve the effect of high force response sensitivity

Active Publication Date: 2019-04-05
NANJING INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is still a big problem in the force response sensitivity of this kind of material at present, and the elongation of the composite material must reach 1.5 or more to observe a relatively obvious discoloration behavior
The main reason is that the interaction force of the small molecule fluorescent dye doped in it is still too strong.

Method used

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  • High-sensitivity force induced off-color composite material and preparation method thereof
  • High-sensitivity force induced off-color composite material and preparation method thereof
  • High-sensitivity force induced off-color composite material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Embodiment 1: the preparation of composite material 1

[0038] The preparation route is as follows:

[0039]

[0040] Concrete preparation steps are as follows:

[0041] a) Add pyrene (5 mmol) into 30 mL of carbon tetrachloride solvent. At room temperature, liquid bromine (5 mmol) was slowly added dropwise to the system. After the dropwise addition, it was stirred at room temperature for 12 hours until the color of the system faded from purple to colorless. The organic phase was washed with sodium bicarbonate and water respectively. The organic phase was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The crude product was recrystallized with ethanol as a solvent to obtain the light yellow solid product 1-1. The yield was 90%.

[0042] b) Pd(dppf)Cl 2(0.44mmol), double pinacol borane (13.3mmol), potassium acetate (20.4mmol) and 1-bromopyrene (8.9mmol) were added to the solvent 1,4-dioxane. The reaction system was...

Embodiment 2

[0044] Embodiment 2: the preparation of composite material 2

[0045] The preparation route is as follows:

[0046]

[0047] Concrete preparation steps are as follows:

[0048] a) Compound 1-2 (6.10mmol), sodium periodate (18.3mmol) was added into a mixed solvent of tetrahydrofuran / water (24 / 6, v / v), and stirred overnight at room temperature. Dilute hydrochloric acid (0.5 mL, 2 mol / L) was added, and the mixture was stirred for another 24 hours. After the reaction was completed, the system was poured into water and extracted three times with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The crude product was washed twice with benzene to obtain the target product 1-3. The yield was 85%.

[0049] b) 2,3-Butanediol (4.9 mmol) was added to a solution of product 1-3 (4.1 mmol) in ether. The suspension solution was stirred at room temperature for 8 hours. After the reaction was completed, ...

Embodiment 3

[0051] Embodiment 3: the preparation of composite material 3

[0052] The preparation route is as follows:

[0053]

[0054] The specific preparation steps are as follows: the same part as in Example 2 will not be repeated, and the difference from Example 2 is that ethylene glycol compounds are added when synthesizing products 1-5.

[0055] Products 1-5: 1 H NMR (400MHz, CDCl 3 ):4.07(d,2H),7.71(d,4H),7.8-7.9(m,3H),8.1(d,2H).

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Abstract

The invention relates to a high-sensitivity force induced off-color composite material and a preparation method thereof. A force-sensitive small molecule compound is doped into the composite material.A borate group and large pi conjugated fluorescent molecules are combined to form the small molecule compound, and the force response sensitivity of the composite material can be improved by weak interaction of the molecules. Cost needed by a technical route is low, and practical application of the composite material to the fields of bionic materials, optical storage, display, mechanical sensingand the like is greatly promoted.

Description

technical field [0001] The invention relates to the field of organic intelligent materials, in particular to a high-sensitivity mesochromic composite material and a preparation method thereof. Background technique [0002] The development and wide application of smart materials have made people's demand for functional organic materials increasingly urgent. Various performance indicators of this type of material can be effectively regulated by using external stimuli, so that various functions can be realized. There have been many reports on smart responsive fluorescent materials whose stimuli are pH, chemistry, electricity, and temperature, while the research on mechanochromic materials with force as the external stimuli is still in the development stage. It has many unique advantages in regulating the properties of materials: easy application, convenient regulation, simple operation, etc. Factors have great application value in many fields such as bionic materials, optical...

Claims

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Application Information

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IPC IPC(8): C09K9/02C07F5/02
CPCC09K9/02C07F5/025C09K2211/1096C09K2211/1011
Inventor 汪太生张娜
Owner NANJING INST OF TECH
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