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Metal platinum (II) complex containing bridged phenyl-phenyl-carbazole structural unit and application of metal platinum (II)

A structural unit, metal platinum technology, applied in the direction of platinum group organic compounds, platinum organic compounds, compounds containing elements of group 8/9/10/18 of the periodic table, etc., can solve problems that have not been reported yet

Active Publication Date: 2019-04-26
ZHEJIANG UNIV OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Although there have been many reports on divalent cyclometallic platinum(II) metal complex phosphorescent materials in the literature, there are no reports on tetradentate cyclometallic platinum(II) complexes containing bridged phenyl-phenyl-carbazole structural units. See the report

Method used

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  • Metal platinum (II) complex containing bridged phenyl-phenyl-carbazole structural unit and application of metal platinum (II)
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  • Metal platinum (II) complex containing bridged phenyl-phenyl-carbazole structural unit and application of metal platinum (II)

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Experimental program
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Embodiment 1

[0232] Embodiment 1: Platinum complex Pt3 can be synthesized according to the following route:

[0233]

[0234] Synthesis of Intermediate 1: Add 2-bromocarbazole (7.38g, 30mmol, 1.0eq), cuprous iodide (113.8mg, 0.3mmol, 0.01eq ), 1-methylimidazole (49.26mg, 0.6mmol, 0.02eq), lithium tert-butoxide (4.84g, 60mmol, 2.0eq). The nitrogen was replaced three times, and then 2-bromo-4-tert-butylpyridine (7.71g, 36mmol, 1.2eq), 1-methylimidazole (49.3mg, 0.6mmol, 0.02eq), 50mL toluene, oil The bath temperature was raised to 130°C for 24 hours. Cool to room temperature, distill under reduced pressure, remove the solvent, then apply the sample by dry method, use silica gel column chromatography to separate and purify, and the eluent is petroleum ether / ethyl acetate=20:1, and obtain 11.31 g of white solid. The rate is 99%. 1 H NMR (500MHz, DMSO-d 6 ): δ1.39(s, 9H), 7.45–7.56(m, 3H), 7.37(t, J=7.5Hz, 1H), 7.72(d, J=8.4Hz, 2H), 7.94(d, J= 1.5Hz, 1H), 8.23 ​​(d, J = 8.0Hz, 1H), 8.27...

Embodiment 2

[0247] Embodiment 2: Platinum complex Pt14 can be synthesized according to the following route:

[0248]

[0249] Synthesis of Intermediate 10: Add Intermediate 4 (6.90g, 30mmol, 1.0eq), 2,5-dimethylphenylboronic acid (3.84g, 31.5mmol ,1.05eq),Pd(PPh 3 ) 4 (1.04g, 0.9mmol, 0.03eq), K 2 CO 3 (8.29g, 60mmol, 2.0 equivalents), the nitrogen was replaced three times, and 1,4-dioxane (30mL) and H 2 O (15 mL). The temperature of the oil bath was raised to 100°C and the reaction was stirred for 6.0 hours, cooled to room temperature, extracted three times with 30 mL of ethyl acetate, and washed with anhydrous Na 2 SO 4 Dry the organic phase, then filter, distill under reduced pressure, remove the solvent, apply dry method, and use silica gel column chromatography to separate and purify. The eluent is petroleum ether / ethyl acetate=20:1 to obtain 5.29g of white solid , The yield is 69%. used directly in the next reaction.

[0250] Synthesis of intermediate 11: Add intermediat...

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Abstract

The invention provides a metal platinum (II) complex containing a bridged phenyl-phenyl-carbazole structural unit and application of the metal platinum (II). The metal platinum (II) complex has a structure shown in general formula (I). According to a luminescent material provided by the invention, the photophysical property of the tetradentate ring metal platinum (II) complex is regulated and controlled by regulating the structure of the ligand surrounding the metal center and regulating and controlling the structure of a substituent on the ligand, and the luminescent material has the advantages of high stability and high efficiency; and the luminescent material has broad application prospects in lots of fields such as OLED display and illumination.

Description

【Technical field】 [0001] The invention relates to the technical field of organic luminescent materials, in particular to a phosphorescent and delayed fluorescent or pure phosphorescent luminescent material of a tetradentate ring metal platinum (II) complex containing a bridged phenyl-phenyl-carbazole structural unit and its application . 【Background technique】 [0002] Compounds capable of absorbing and / or emitting light are useful in a variety of optical and electroluminescent devices, including: light-absorbing devices, solar- and photosensitive devices, organic light-emitting diodes (OLEDs), light-emitting devices, or both Devices that absorb in turn enable light emission and as markers for biological applications. Much research has been devoted to the discovery and optimization of organic and organometallic materials for use in optical and electroluminescent devices. In general, research in this area aims to achieve a number of goals, including improvements in absorpti...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F15/0086C09K2211/185H10K85/346H10K85/40H10K50/11
Inventor 李贵杰黄达陈少海
Owner ZHEJIANG UNIV OF TECH
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