Binuclear metal platinum complex and organic electroluminescent device

A platinum complex and binuclear metal technology, applied in the field of binuclear metal platinum complexes and organic electroluminescence devices, can solve the problems of device stability under unfavorable electric field, unfavorable device service life, limited luminescence brightness, etc., and achieves suppression of non-radiation Transition, short luminous lifetime, and small roll-off of device efficiency

Active Publication Date: 2022-02-01
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The excited state lifetime of phosphorescent platinum complexes is significantly longer than that of iridium complexes, and it is easy to cause exciton quenching at high current densities, thereby limiting the maximum luminous brightness and causing severe efficiency roll-off
More importantly, long excited-state lifetimes are detrimental to device lifetimes
At the same time, more complex molecular structures usually include more active chemical groups or chemical bonds, which is not conducive to the stability of devices under electric fields.

Method used

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  • Binuclear metal platinum complex and organic electroluminescent device
  • Binuclear metal platinum complex and organic electroluminescent device
  • Binuclear metal platinum complex and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0090] This embodiment provides the preparation method of compound C1, and its synthetic route is as follows:

[0091]

[0092] The preparation method of the compound C1 comprises the following steps:

[0093] 1) Preparation of Intermediate I-2

[0094] Put potassium tetrachloroplatinate (3.6g, 8.7mmol) and a magnetic stirrer in a two-necked flask, and evacuate argon three times in a circular vacuum, and inject 45mL of degassed ethylene glycol ether and 15mL of water into the reaction system , injected compound Ⅰ-1 (2.4g, 15mmol), heated to 120 degrees Celsius, reacted for 24 hours, cooled to room temperature, distilled off the solvent under reduced pressure, cooled to room temperature, added 25 mL of ethanol, collected the solid by filtration, and dried in vacuum for 24 hours to obtain Yellow solid I-2 (68% yield).

[0095] 2) Preparation of compound C1

[0096] Mix Intermediate I-2 (783.1 mg, 1.0 mmol), α-carboline (420.2 mg, 2.5 mmol), and anhydrous potassium carbonat...

Embodiment 2

[0098] This embodiment provides the preparation method of compound C4, and its synthetic route is as follows:

[0099]

[0100] The preparation method of the compound C4 comprises the steps of:

[0101] 1) The preparation method of intermediate II-2 is the same as that of intermediate I-2, except that compound I-1 is replaced by II-1, and intermediate II-2 obtained is a dark green solid (yield 70%).

[0102] 2) The preparation method of compound C4 is the same as that of compound C1, the difference is that the compound I-2 is replaced by II-2, and the obtained compound C4 is a red solid (yield 30%). 1 H NMR (500MHz, deuterated chloroform) δ (ppm) 8.55 (d, J = 5.8Hz, 2H), 8.29 (d, J = 8.1Hz, 2H), 8.27–8.21 (m, 2H), 8.04 (d, J=7.7Hz, 2H), 7.82(d, J=5.7Hz, 2H), 7.68(d, J=8.4Hz, 2H), 7.48(q, J=8.9, 8.2Hz, 4H), 7.20(t, J = 7.5Hz, 2H), 6.84–6.76 (m, 2H), 6.34 (t, J = 6.6Hz, 2H), 6.30–6.20 (m, 2H), 5.50 (d, J = 8.6Hz, 2H). Mass spectrum: [M+H]: 1105.1484.

Embodiment 3

[0104] This embodiment provides the preparation method of compound C9, and its synthetic route is as follows:

[0105]

[0106] The preparation method of the compound C9 comprises the steps of:

[0107] 1) The preparation method of intermediate III-2 is the same as that of intermediate I-2, except that compound I-1 is replaced by III-1, and intermediate III-2 obtained is a dark green solid (yield 70%).

[0108] 2) The preparation method of compound C9 is the same as that of compound C1, except that compound I-2 is replaced by III-2, and compound C9 is obtained as a magenta solid (yield 40%). 1 H NMR (400MHz, deuterated chloroform) δ (ppm) 8.66(s, 2H), 8.32(d, J=8.1Hz, 2H), 8.26(d, J=7.5Hz, 2H), 8.06(d, J= 7.7Hz, 2H), 7.98(d, J=8.7Hz, 2H), 7.72(d, J=6.1Hz, 2H), 7.60(q, J=8.6, 8.1Hz, 4H), 7.45(dt, J= 15.0,7.2Hz,4H),7.18(t,J=7.4Hz,2H),7.16–7.08(m,2H),6.81(t,J=6.4Hz,2H),6.67(d,J=5.9Hz, 2H), 6.16 (t, J=8.7Hz, 2H), 5.85 (d, J=9.4Hz, 2H). Mass spectrum: [M+H]: 1169.1980.

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Abstract

The invention relates to the technical field of electronic materials, in particular to a binuclear metal complex and an organic electroluminescent device. The binuclear metal platinum complex provided by the invention has a structure as shown in a formula I, and has high luminous efficiency and excellent thermal stability, so that an OLED device prepared from the binuclear metal platinum complex as a luminous layer material shows high external quantum efficiency and relatively low luminous efficiency roll-off.

Description

technical field [0001] The invention relates to the technical field of electronic materials, in particular to a binuclear metal platinum complex and an organic electroluminescent device. Background technique [0002] Organic electroluminescent display devices made of organic light-emitting materials, referred to as OLED (Organic Light-Emitting Diodes), because of its low energy consumption, wide operating temperature range, high color purity, self-luminescence, flexible and foldable, ultra-thin, etc., As a display screen, it has been used in high-end smartphones, wearable devices and other fields, and will gain more attention in the fields of TVs and car displays. [0003] At present, in the OLED display device industry, as one of the core materials of OLED technology, the mechanism and performance of luminescent materials are one of the key factors restricting the performance of OLEDs. In 1998, Chinese and American scientists developed phosphorescent OLEDs based on osmium ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC07F15/0086C09K11/06C09K2211/185H10K85/346H10K50/11
Inventor 李凯熊金帆杨楚罗
Owner SHENZHEN UNIV
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