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Preparation and application of binuclear cyclic metal platinum (III) complex near-infrared light emitting materials

A technology of luminescent materials and ring metals, which is applied in the direction of luminescent materials, platinum-group organic compounds, platinum-based organic compounds, etc., can solve the problems of device luminous efficiency roll-off, narrow selection range, single variety of near-infrared luminescent materials, etc., and achieve excellent Bipolar transport performance, high-efficiency near-infrared emission, and the effect of improving exciton utilization

Active Publication Date: 2019-02-22
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The main problems currently existing in organic near-infrared luminescent materials and their devices are: (1) the variety of near-infrared luminescent materials is single, the selection range is narrow, and it is difficult to meet the needs of practical applications; (2) the reported organic near-infrared electroluminescent materials Easy crystallization, under high current density, the luminous efficiency of the device rolls off seriously; (3) The luminous efficiency and service life of organic near-infrared light-emitting electroluminescent devices are low, which restricts the use of organic near-infrared light-emitting materials in optical fiber communications, military, Applications in medical and energy

Method used

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  • Preparation and application of binuclear cyclic metal platinum (III) complex near-infrared light emitting materials
  • Preparation and application of binuclear cyclic metal platinum (III) complex near-infrared light emitting materials
  • Preparation and application of binuclear cyclic metal platinum (III) complex near-infrared light emitting materials

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Experimental program
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Effect test

Embodiment 1

[0051] Preparation of near-infrared luminescent material CBZFPtCl of ionic binuclear cyclometal platinum (III) complex.

[0052] Its synthetic route is as follows:

[0053]

[0054] Preparation of Compound 1

[0055] In 150 mL of freshly distilled toluene, add 3,6 di-tert-butylcarbazole (2.79 g, 0.01 mol), methyl 4-iodobenzoate (3.14 g, 0.012 mol), tris(dibenzylideneacetone) di Palladium (92mg, 0.1mmol), potassium carbonate (2.76g, 0.02mol) and tri-tert-butylphosphine (10% toluene solution, 1.4mL) were heated under reflux and stirred for 24h under nitrogen protection. Cool to room temperature, filter, wash the filter residue with dichloromethane, collect the filtrate, distill off the solvent under reduced pressure, and the residue is an eluent with a mixed solvent of petroleum ether (PE) and dichloromethane (DCM) (PE:DCM=5: 1, V:V), separated by column chromatography to obtain 3.25g of white solid, yield: 78.6%. 1 H NMR (300MHz, CDCl 3 )δ8.26(d, J=9.9Hz, 2H), 8.15(s, 2H...

Embodiment 2

[0064] UV-Vis Absorption Spectra Measurement of Ionic Binuclear Cyclometallic Platinum(III) Complex Near-infrared Luminescent Material CBZFPtCl

[0065] Dissolve CBZ and CBZFPtCl in DCM respectively to make 10 -5 M solution, test the ultraviolet-visible absorption spectrum of its solution or make CBZ and CBZFPtCl into thin films on quartz plates, and test the ultraviolet-visible absorption spectrum of its solid film. figure 1 It is the ultraviolet-visible absorption spectrum of CBZ, CBZFPtCl in solution and solid film.

[0066] Depend on figure 1 It can be seen that the ligand CBZ presents two absorption peaks in solution and solid, which are located at the short wavelength of 293nm and the long wavelength of 352nm respectively; the short wavelength absorption peak belongs to the transition absorption of the molecule π-π*; the long wavelength absorption peak belongs to Intramolecular charge transfer (ICT) from the donor unit to the acceptor unit. Comparing the UV-Vis absorp...

Embodiment 3

[0068] Photoluminescence Spectra Measurement of Ionic Binuclear Cyclometallic Platinum(III) Complex Near-infrared Luminescent Material CBZFPtCl

[0069] Dissolve CBZ and CBZFPtCl in DCM respectively to make 10 -5 M solution, test the fluorescence emission spectrum of the solution or make CBZ and CBZFPtCl thin films on the quartz plate respectively, and test the fluorescence emission spectrum of the solid film. figure 2 It is the fluorescence emission spectrum of auxiliary ligand CBZ and its near-infrared luminescent material CBZFPtCl in DCM and solid thin film.

[0070] Depend on figure 2It can be seen that the maximum emission peaks of the ligand CBZ in the DCM solution and the solid film are 465nm and 437nm respectively, and the photoluminescence spectrum of the solid film is blue-shifted, which is different from that between the donor (D) and the acceptor (A) in the solid rigid medium. It is related to the prohibition of rotation distortion.

[0071] The maximum peak o...

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Abstract

The invention provides binuclear cyclic metal platinum (III) complex near-infrared light emitting materials. Compared with disclosed most cyclic platinum (II) complexes, the materials have obviously different advantages and characteristics: (1) an electron donor (D) group with a cavity transmission function is introduced to be combined with an electron-withdrawing oxadiazole (A) group with an electron transmission function to construct a D-A form anion assisted ligand, which facilitates the formation of a binuclear trivalent cyclic metal platinum (III) complex and improvement of the carrier transport balance and the exciton utilization ratio of molecules; (2) the nonplanar platinum (III) complex inhibits concentration quenching effectively; and (3) by introducing anions X, the molecular band gaps are reduced for red shift of light emission of the platinum (III) complex. The ionic binuclear cyclic metal platinum (III) complex can be applied to a light emitting layer of a near-infrared electroluminescence device as a light emitting material, so that the electroluminescence device emits near-infrared rays efficiently.

Description

technical field [0001] The invention relates to the synthesis of a kind of near-infrared luminescent material of a binuclear trivalent cyclometal platinum (III) complex and its application in organic electroluminescent devices, belonging to the field of near-infrared electroluminescent materials. Background technique [0002] Near-infrared light is a kind of non-visible light between 700-2500nm. In recent years, with the rapid development of technologies such as optical fiber communication, sensing, living body detection and medical imaging, the application of near-infrared luminescent materials in military, medical and energy has attracted more and more attention. [1-5] . [0003] The near-infrared luminescent materials reported in the literature are roughly divided into two categories from the element composition: ① Inorganic luminescent materials, mainly including rare earth metal and alkaline earth metal luminescent materials [6-7] ; ②Organic luminescent materials, mai...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0086C09K2211/185C09K2211/1048H10K85/346
Inventor 朱卫国吴秀刚王亚飞朱梦冰刘煜朱美香
Owner CHANGZHOU UNIV
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