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Force-induced fluorescence discolor materials with property of multiple colors change and preparation method and application thereof

A technology of color-changing materials and fluorescent materials, applied in the direction of peptides, etc., to achieve the effect of simple and easy operation, good reversibility, and simple and efficient synthetic route

Active Publication Date: 2013-11-06
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the design ideas and research on the effective combination of the two regulation methods have not been reported yet.

Method used

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  • Force-induced fluorescence discolor materials with property of multiple colors change and preparation method and application thereof
  • Force-induced fluorescence discolor materials with property of multiple colors change and preparation method and application thereof
  • Force-induced fluorescence discolor materials with property of multiple colors change and preparation method and application thereof

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Experimental program
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Embodiment Construction

[0024] 1. Synthetic route and specific synthetic steps

[0025] The production method of compound (II) of the present invention comprises the following steps:

[0026]

[0027] (1) Synthesis of compound II

[0028] Compound Phe-Asp-COOH (80mg, 0.21mmol) and Rh-B-NH 2 (250mg, 0.52mmol) was dissolved in 15ml of chloroform. Stirred at -15°C for 15 minutes, then slowly added a chloroform solution containing dicyclohexylcarboimide (DCC, 150 mg, 0.73 mmol) and 1-hydroxybenzotriazole (5 mg, 0.04 mmol). Stir at room temperature for 48 hours. Column chromatography (chloroform:methanol=15:1) gave solid II (yield 56%).

[0029] Characterization data of compound II:

[0030] 1 H NMR: (500MHz, d 6 -acetone)δ / ppm: 7.86-7.85 (d, 1H, NH-), 7.81-7.80 (d, 2H, Ar-H), 7.52-7.42 (m, 4H, Ar-H), 7.31-7.15 (m , 6H, Ar-H), 7.04-6.96(m, 3H, Ar-H), 6.53-6.33(m, 13H, Ar-H, NH-), 4.49-4.48(m, 1H, -CH-), 4.43-4.39(m, 1H, -CH-), 3.40-3.36(q, 16H, -CH 2 -), 3.34-2.40 (m, 12H, -CH 2 -), 1.31(s, ...

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Abstract

The invention relates to a preparation method for a force-induced fluorescence discolor compound (MC- I / II) with the property of multiple colors change and a preparation and an application for force-induced fluorescence discolor materials based on the compound. The synthesis routine of the compound provided by the invention is simple and effective, the prepared force-induced fluorescence discolor materials has responsivity to external force stimulation, a reversible change of blue, green and red colors is carried out under external forces at different degrees, thus the property of the emission spectrum can be effectively regulated and controlled by the external force. The external force is used as a stimulating resource for responsive fluorescence materials, the operation of regulating and controlling method is simple and easy to carry out, the adjustment of a home position can be realized, the reversibility is excellent, and can be repeatedly used. Additionally, different emitting colors can be displayed by a sample at different damage extents, thus potential application prospects in the field of intelligent materials, external force detector and damage extent detection and the like can be realized.

Description

technical field [0001] The invention belongs to the field of organic intelligent materials, and specifically provides a preparation method and application of a mechanofluorescent color-changing compound with multi-color changing properties. Background technique [0002] Detecting the magnitude of the external force and the degree of damage of the material has important practical significance and has a wide range of applications in many fields: for example (1) analyzing the stress distribution of the material after impact, which helps to study how to improve the mechanical properties of the material; (2) Detecting the aging degree of buildings can detect hidden dangers in time to ensure safety. [0003] Mechanofluorochromic materials are a research hotspot in recent years. Such materials can change their fluorescent properties (such as the color and intensity of light emission) under the action of external force, so that they can be easily detected by naked eyes or detectors...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K5/065
Inventor 滕明俊贾欣茹
Owner PEKING UNIV
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