Platinum complex with aggregation-caused red light emitting function as well as preparation method and application of platinum complex

A platinum complex, aggregation-induced technology, applied in platinum group organic compounds, platinum group organic compounds, preparations for in vivo tests, etc., can solve the problems of large cytotoxicity, poor photostability, and large background fluorescence interference, etc. Achieve the effect of improving signal-to-noise ratio and sensitivity, mild conditions, and simple synthesis steps

Active Publication Date: 2016-04-06
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the disadvantages of these organic molecules, such as poor photostability, large background fluorescence interference, and high cytotoxicity, limit their application in the field of bioimaging.

Method used

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  • Platinum complex with aggregation-caused red light emitting function as well as preparation method and application of platinum complex
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  • Platinum complex with aggregation-caused red light emitting function as well as preparation method and application of platinum complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1, the preparation of platinum complex, when R is Ligand is Time:

[0032] Preparation of compound 1a:

[0033]

[0034] Take o-hydroxybenzaldehyde (2.3mL, 22mmol) and dissolve it in 20mL ethanol, then weigh pentafluoroaniline (4.0g, 22mmol) and dissolve it in 20mL ethanol, then add it dropwise to the ethanol solution of o-hydroxybenzaldehyde, add 1 Acetic acid was dropped as a catalyst, stirred and reacted at room temperature for 2 hours. After the reaction, the mixture was concentrated and separated by column chromatography using petroleum ether / dichloromethane as eluent to obtain 5.4 g of a yellow solid with a yield of 85%. 1 HNMR (400MHz, CDCl 3 )δ8.83(s,1H),7.49-7.40(m,2H),7.07-6.97(m,2H).

[0035]

[0036] Phenylpyridine Platinum Dichloro Bridge ((ppy)Pt(μ-Cl) 2 Pt(ppy)) preparation: Weigh potassium chloroplatinite (1mmol) and 2-phenylpyridine (2.5mmol) into a three-necked flask, vacuumize on the double-row tube-fill with nitrogen-vacuumize...

Embodiment 2

[0040] Example 2: Compound Characterization

[0041] Compound (5-10mg) is dissolved in the deuterated reagent of 0.5ml, utilizes 400Hz nuclear magnetometer to characterize the structure of part compound respectively, wherein the nuclear magnetic resonance spectrum of complex 1 in embodiment 1 is as attached figure 1 shown.

Embodiment 3

[0042] Embodiment 3: The ultraviolet-visible absorption spectrum test of complex in tetrahydrofuran solution

[0043] Configure the tetrahydrofuran solution of 10 μmol / L complex, and test its ultraviolet-visible absorption spectrum on the ultraviolet spectrophotometer, the absorption spectrum result of complex 1 is as follows figure 2 shown.

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Abstract

The invention belongs to the field of organic photoelectric functional materials, and particularly relates to a platinum complex with an aggregation-caused red light emitting function as well as a preparation method and an application of the platinum complex in organic electroluminescence and bioimaging fields. The platinum complex comprises a cyclometalated complex, a platinum center and an auxiliary ligand. The general structural formula is shown in the specification. The synthesis procedure of the platinum complex is simple, synthesis conditions are mild, the platinum complex seldom emits light in a solvent state but has a high red light emitting function in a solid state, and the platinum complex with the aggregation-caused red light emitting function can be applied to organic electroluminescence and biological imaging.

Description

technical field [0001] The invention belongs to the field of organic photoelectric functional materials. It specifically relates to a platinum complex with aggregation-induced red light emission and its application fields in the fields of organic photoelectric functional devices and biological imaging. Background technique [0002] Phosphorescent transition metal complexes have attracted extensive attention from researchers due to their excellent luminescent properties and potential applications in optoelectronic devices, chemical / biosensors, and bioimaging. However, like other organic light-emitting materials, the phosphorescent emission intensity of transition metal complexes tends to decrease gradually with the increase of solution concentration, and even becomes almost non-luminescent in the aggregated state. For example, the well-known Ir(ppy) 3 The phosphorescence quantum yield in dilute solution can reach 0.97, but it drops sharply to 0.03 in solid film state. This...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54A61K49/00
CPCA61K49/0052C09K11/06C07F15/0086C09K2211/1007C09K2211/1014C09K2211/1029C09K2211/185H10K85/346
Inventor 许文娟黄维胡榕榕赵强刘淑娟孙会彬杨继光
Owner NANJING UNIV OF POSTS & TELECOMM
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