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Construction of chiral liquid crystal phosphorescent material based on cyclometalated platinum complex and application of chiral liquid crystal phosphorescent material in circular polarizer

A phosphorescent material, platinum complex technology, applied in liquid crystal materials, luminescent materials, platinum group organic compounds, etc., can solve the problems of low luminous efficiency, small luminescence asymmetry factor, and few structural types, and achieve excellent performance, strong Intermolecular interaction, the effect of good planar structure

Active Publication Date: 2020-05-22
CHANGZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In view of the fact that there are few types of circularly polarized luminescent materials, the luminous efficiency is not high, and the luminous asymmetry factor (g lum ) small and other scientific problems, the present invention provides a chiral liquid crystal phosphorescent material of cyclometal platinum complexes with excellent photophysical properties, liquid crystal properties and circularly polarized luminescent properties

Method used

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  • Construction of chiral liquid crystal phosphorescent material based on cyclometalated platinum complex and application of chiral liquid crystal phosphorescent material in circular polarizer
  • Construction of chiral liquid crystal phosphorescent material based on cyclometalated platinum complex and application of chiral liquid crystal phosphorescent material in circular polarizer
  • Construction of chiral liquid crystal phosphorescent material based on cyclometalated platinum complex and application of chiral liquid crystal phosphorescent material in circular polarizer

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Embodiment 1

[0023] Taking the compound S-Pt as an example, the preparation methods of two chiral platinum complexes are described

[0024]

[0025] Synthesis of compound 2

[0026] At 0°C, to compound 1 (7.0 g, 53.8 mmol) and triphenylphosphine (21.10 g, 80.7 mmol) in dichloromethane solution (200 mL) was slowly added and N - Bromosuccinimide (12.40 g, 69.9 mmol), then the reaction system was protected from light and stirred at room temperature for 24 h. After the reaction was completed, the organic layer was washed with water (3×200 mL), dried, and evaporated under reduced pressure to remove the solvent. The residue was separated by column chromatography using petroleum ether: dichloromethane (V:V = 4:1) as the eluent to obtain 7.20 g of light yellow liquid with a yield of 69%. 1 H NMR (300 MHz, CDCl 3 ) δ 4.14 (q, J = 6.6 Hz, 1H), 1.94-1.73(m, 2H), 1.71 (d, J = 6.6 Hz, 3H), 1.53-1.35 (m, 2H), 1.35-1.24 (m, 6H), 0.89(t, J = 6.7 Hz, 3H).

[0027] Synthesis of compound 3

[0...

Embodiment 2

[0035] UV-Vis absorption spectra of compounds S-Pt and R-Pt.

[0036] Compounds R-Pt and S-Pt were dissolved in DCM to form 10 -5 M solution, test the UV-Vis absorption spectrum of its solution. Depend on figure 1 It can be seen that the UV-Vis absorption spectra of compounds S-Pt and R-Pt in solution roughly have two absorption peaks: the absorption peak at the short wavelength (250 nm) is mainly attributed to the π-π* transition absorption of the molecule; (>300nm) absorption peaks are assigned to the absorption peaks of metal-to-ligand charge transfer transitions.

Embodiment 3

[0038] Photoluminescence spectra of compounds S-Pt and R-Pt.

[0039] Compounds R-Pt and S-Pt were dissolved in DCM to form 10 -5 M solution, test the photoluminescence spectrum of its solution. Depend on figure 2 It can be seen that the photoluminescence spectra of compounds S-Pt and R-Pt in solution have roughly three emission peaks: Among them, the emission peaks at 500 nm and 540 nm are mainly attributed to the charge transfer transition between the metal and the ligand; The emission peak around 580 nm is mainly attributed to the dimer emission peak caused by the interaction between molecules.

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Abstract

The invention discloses a chiral liquid crystal luminescent material based on a cyclometalated platinum complex and application of the chiral liquid crystal luminescent material. According to the invention, the cyclometalated platinum complex is used as a light-emitting core, and chiral alkyl chains and liquid crystal elements are respectively introduced to the peripheries of a main ligand and anauxiliary ligand to construct the chiral liquid crystal phosphorescent material. The material shows effective circular polarization luminescence performance in a solid film. The cyclometalated platinum complex is used as a doping agent of a light-emitting layer; a circular polarization organic light-emitting device is prepared through a solution method, the maximum external quantum efficiency is 11.3%, and the maximum electrogenerated circular polarization light-emitting asymmetry factor (glum) is 0.06; and the annealing temperature of the light-emitting layer has great influence on the circular polarization light-emitting performance of the device. The invention provides a research thought for constructing the efficient chiral liquid crystal phosphorescent material.

Description

technical field [0001] The invention relates to a class of chiral liquid crystal phosphorescent materials, in particular to the synthesis and application of a circularly polarized chiral liquid crystal phosphorescent material based on cyclometal platinum complexes. The introduction of R(S) chiral alkyl chains on the common phenylpyridine group and the coordination reaction with acetylacetone derivatives with mesogens to obtain a high asymmetry factor (g lum ) circularly polarized light emitting (CPL) liquid crystal material; and relates to the application of this type of material as a light-emitting doped layer to prepare electroluminescent diodes, belonging to the technical field of organic photoelectric materials. Background technique [0002] Since the 1970s, metal liquid crystal materials have gradually become a research hotspot in the field of liquid crystal materials because they not only contain the fluidity and order of liquid crystals, but also have the optical, mag...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06C09K19/40H01L51/50H01L51/54
CPCC07F15/0086C09K11/06C09K19/40C07B2200/07C09K2211/185H10K85/346H10K50/12
Inventor 王亚飞钱高威朱卫国
Owner CHANGZHOU UNIV
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