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Phosphorescence-lifetime-responsive iridium complex containing viologen unit as well as preparation method and application thereof

A technology of phosphorescence lifetime and iridium complexes, which is applied to compounds containing elements of group 8/9/10/18 of the periodic table, indium organic compounds, platinum group organic compounds, etc., and can solve the problems of less research on information encryption

Active Publication Date: 2019-09-27
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, viologen derivatives are generally pure organic small molecules, so the research on viologen compounds at home and abroad mainly focuses on the research of electrochromic devices and electron transfer energy storage. few

Method used

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  • Phosphorescence-lifetime-responsive iridium complex containing viologen unit as well as preparation method and application thereof
  • Phosphorescence-lifetime-responsive iridium complex containing viologen unit as well as preparation method and application thereof
  • Phosphorescence-lifetime-responsive iridium complex containing viologen unit as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1: Synthesis of Molecule 1

[0040] Weigh 2,5-dibromopyridine (3mmol, 705mg), p-bromophenylboronic acid (3.1mmol, 378mg), potassium carbonate (6mmol, 830mg) and tetrakistriphenylphosphopalladium (0.15mmol, 174mg) into the round bottom In the flask, vacuumize, blow nitrogen, and cycle three times; inject 30mL of a mixed solution of toluene and ethanol (1:1, v / v) under nitrogen atmosphere, stir to dissolve, and then react at 85°C for 24h; after the reaction , filter the solution with a sand core funnel, distill off the solvent under reduced pressure, then extract and wash with saturated sodium chloride solution (10mL) and dichloromethane (10mL) for 2 to 3 times, separate the organic phase, concentrate the solvent and use column chromatography The product molecule 1 was isolated.

Embodiment 2

[0041] Example 2: Synthesis of Molecule 2:

[0042] Weigh molecule 1 (2.1mmol, 491mg) and iridium trichloride trihydrate (1mmol, 352mg) respectively into the round bottom flask, vacuumize, blow nitrogen, and circulate three times; under nitrogen atmosphere, inject 32mL of ethylene glycol ether and A mixed solution of water (3:1, v / v), stirred to dissolve; after reacting at 110°C for 24 hours, the crude product was cooled to room temperature, filtered with a sand core funnel to obtain a solid, washed with deionized water and ethanol three times. The product molecule 2 was obtained after drying in a vacuum oven.

Embodiment 3

[0043] Example 3: Synthesis of Molecule 3

[0044] Weigh molecule 2 (0.433mmol, 600mg) and 2,2-bipyridine (0.91mmol, 142mg) into a round bottom flask, vacuumize, blow nitrogen, and cycle three times; under nitrogen atmosphere, inject 30mL dichloromethane and A mixed solution of methanol (2:1, v / v), stirred to dissolve it; after reacting at 50°C for 4 hours, after the crude product was cooled to room temperature, potassium hexafluorophosphate was added, stirred at room temperature for 2 hours, and then The crude product was distilled off under reduced pressure to remove the solvent, and the product was separated by column chromatography on a silica gel column to obtain molecule 3.

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PUM

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Abstract

The invention provides a preparation method of a phosphorescence-lifetime-responsive iridium complex containing a viologen unit and a method for realizing a phosphorescence-lifetime response in a solution state and a solid state. According to the phosphorescence-lifetime-responsive iridium complex containing the viologen unit as well as the preparation method and application thereof, the viologen unit is modified on an iridium complex, the advantage of long luminescence lifetime of the transition metal iridium complex is combined with the advantages of sensitive reaction and large difference in chemical properties before and after redox of the viologen unit, lifetime change is realized by electrical stimulation in the solid state, and a novel stimuli-responsive material for information encryption based on phosphorescence lifetime is constructed.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and in particular relates to the preparation of a phosphorescence lifetime responsive iridium complex containing a viologen unit and a method for realizing the phosphorescence lifetime response in a solution state and a solid state. Background technique [0002] Stimuli-responsive materials refer to a class of materials that can change their own physical or chemical properties under external physical and chemical stimuli (such as light, electricity, force, temperature, and chemical substances). In recent years, stimuli-responsive materials have shown promising applications in novel memory devices, sensors, biomedicine, and information displays. The current response signal of stimuli-responsive materials is still mainly the change of material color or luminescence, and the work of using luminescence lifetime as a signal is rarely reported. [0003] Viologen derivatives are...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06
CPCC07F15/0033C09K11/06C09K2211/185
Inventor 张寅王俊王雪城赵强刘淑娟黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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