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Platinum (II) emitters for OLED applications

A technology of emitters and light-emitting devices, which is applied in the direction of light-emitting materials, electric solid-state devices, semiconductor devices, etc., and can solve the problems of only reaching the maximum efficiency and high quenching constant

Active Publication Date: 2017-05-31
VERSITECH LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the quenching constants of these materials are still high (lowest value: 8.82 x 10 -7 dm 3 mol -1 the s -1 ), which makes the maximum efficiency of the device only reach 66.7cd / A, while the emission quantum efficiency of the device is 90%

Method used

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  • Platinum (II) emitters for OLED applications
  • Platinum (II) emitters for OLED applications
  • Platinum (II) emitters for OLED applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0113] Example 1 - Synthesis of Intermediate 3102:

[0114]

[0115] To a solution of magnesium (3.3 g, 137 mmol, 1.2 equiv.) and 40 mL of anhydrous diethyl ether was slowly added starting material 511 (41.5 mL, 137 mmol, 1.2 equiv.) through a dropping funnel under nitrogen atmosphere. Intermediate 3101 was produced after stirring at reflux for 3 hours and was used without further purification.

Embodiment 2

[0116] Example 2 - Synthesis of Intermediate 3202:

[0117]

[0118] To a solution of starting material 5202 (30.0 g, 114 mmol, 1.0 equiv.) in anhydrous THF (30 mL) was added Intermediate 3102 slowly at room temperature under nitrogen atmosphere. After complete addition, the reaction mixture was stirred at reflux for 12 hours. Pour the mixture into a solution containing 5 mL concentrated H 2 SO 4 , 5 mL of acetic anhydride and 90 mL of acetic acid. The reaction mixture was stirred at 150°C for 6 hours. The mixture was poured into methanol. After filtration and washing twice with cold methanol, intermediate 3202 was obtained as a light brown solid (29.0 g, 65%).

[0119]

[0120]

Embodiment 3

[0121] Example 3 - Synthesis of Intermediate 3302:

[0122]

[0123] Intermediate 3302 was synthesized using Stille coupling. Intermediate 3302 (29.0g, 72.8mmol, 1.0equiv.), bis(triphenylphosphine) palladium(II) dichloride (5.1g, 7.2mmol, 10mol%) and 80mL anhydrous toluene were prepared under nitrogen atmosphere. To the solution was added 1-ethoxyvinyltributylstannane (39.3 mL, 101.9 mmol, 1.4 equiv.). The reaction mixture was refluxed for 24 hours. After cooling, HCl (100 mL, 12M) was poured into the mixture and extracted with dichloromethane (3x50 mL). with H 2 The combined organic layers were washed with O (3x100mL) and washed with MgSO 4 dry. The solvent was removed under reduced pressure using ethyl acetate / hexane mixture (1:9) as eluent on SiO 2 The crude compound was purified by column chromatography to afford Intermediate 3302 as a pale yellow solid (17.1 g, 66%).

[0124]

[0125]

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Abstract

Described herein are novel platinum (II) emitters. These material show high emission quantum efficiency, low self-quenching constant and stable in thermal deposition process. The OLED fabricated from these materials can have pure green emission, high efficiency and low efficiency roll-off.

Description

technical field [0001] This paper describes platinum(II) emitters, their preparation and use in organic light emitting diodes (OLEDs). [0002] technical background [0003] Although platinum is superior to iridium in terms of natural abundance and cost, only iridium(III) emitters are currently used in OLED display panels. This is because there are many remaining issues that must be resolved before platinum(II) emitters can be used in OLED display panel fabrication. Efficiency roll-off is one of the most serious problems encountered with platinum(II) emitters. Platinum(II) emitters usually have high self-quenching constants (about 10 8 dm 3 mol -1 the s -1 or larger). Together with long emission lifetimes (near or longer than 10 μs), devices fabricated from platinum(II) emitters often have severe triplet-triplet annihilation, resulting in severe efficiency roll-off. [0004] OLEDs fabricated from platinum(II) emitters show relative low efficiencies, limited by low em...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06H01L51/54C07F15/00H10K99/00
CPCC09K11/06H10K85/346H10K50/11H10K2101/10C07F15/0086C09K2211/185C09K2211/1029
Inventor 支志明居智辉郭子中
Owner VERSITECH LTD
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