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Phosphorescent host material, its preparation method and application, and electrophosphorescent light-emitting device

A light-emitting device and electrophosphorescence technology, which is applied in the field of electrophosphorescence light-emitting devices, its preparation, and phosphorescent host materials, can solve the problems of low device efficiency, low electron mobility, and large device efficiency roll-off, etc., and achieve improved device performance. Efficiency, improvement of triplet energy level, and improvement of electron mobility

Active Publication Date: 2016-06-01
TCL CORPORATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] In view of the above-mentioned deficiencies in the prior art, the object of the present invention is to provide a phosphorescent host material, its preparation method and application, and an electrophosphorescent light-emitting device, aiming at solving the problem of low electron mobility and the problem of the existing phenanthroimidazole compounds. The problem of low efficiency and large device efficiency roll-off

Method used

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  • Phosphorescent host material, its preparation method and application, and electrophosphorescent light-emitting device
  • Phosphorescent host material, its preparation method and application, and electrophosphorescent light-emitting device
  • Phosphorescent host material, its preparation method and application, and electrophosphorescent light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] For DmNBITPO, its preparation method is as follows:

[0042] Step a: Dissolve 9,10-phenanthrenequinone (3.0mmol), benzaldehyde (3.0mmol), m-bromoaniline (10.0mmol) and ammonium acetate (12.0mmol) in acetic acid (200ml), heat to 120°C to reflux 48 hours, then cooled to room temperature, added water to precipitate a solid, filtered, washed the resulting solid with water, and dried to obtain m-bromo- N - phenylphenanthroimidazole intermediate;

[0043] Step b: Dissolve the m-bromo-N-phenylphenanthroimidazole intermediate (1.0 mmol) obtained in step a in THF (tetrahydrofuran) (50 ml), cool to -80 ° C, add phenyl phosphorus dichloride ( 0.5mmol), continue to react for 4 hours, be warmed up to room temperature for 12 hours, add water to quench the reaction, add 30%H at the same time 2 o 2 Aqueous solution (5.0ml) was oxidized to give bis(3-(1-phenyl-2-N-phenylphenanthroimidazolyl)triphenylphosphine oxide (DmNBITPO); yield: 65%. Mass spectrum (mass spectrum) MS (APCI): cal...

Embodiment 2

[0045] For DpNBITPO, its preparation method is as follows:

[0046] Step a: Dissolve 9,10-phenanthrenequinone (3.0mmol), benzaldehyde (3.0mmol), p-bromoaniline (10.0mmol) and ammonium acetate (12.0mmol) in acetic acid (200ml), heat to 120°C to reflux 48 hours, then cooled to room temperature, added water to precipitate solids, filtered, washed the resulting solids with water, and dried to obtain p-bromo- N - phenylphenanthroimidazole intermediate;

[0047] Step b: the p-bromo- N -Phenylphenanthroimidazole intermediate (1.0mmol) was dissolved in THF (tetrahydrofuran) (50ml), cooled to -80°C, added phenylphosphorous dichloride (0.5mmol), continued the reaction for 4 hours, and warmed to room temperature for 12 hour, add water to quench the reaction, add 30% H at the same time 2 o 2 Aqueous solution (5.0ml) was oxidized to give bis(4-(1-phenyl-2-N-phenylphenanthroimidazolyl)triphenylphosphine oxide (DpNBITPO); yield: 74%. Mass spectrum (mass spectrum) MS (APCI): calcdforC 6...

Embodiment 3

[0049] For DmBITPO, its preparation method is as follows:

[0050] Step a: Dissolve 9,10-phenanthrenequinone (3.0mmol), m-bromobenzaldehyde (3.0mmol), aniline (10.0mmol) and ammonium acetate (12.0mmol) in acetic acid (200ml), heat to 120°C to reflux 48 hours, then cooled to room temperature, added water to precipitate a solid, filtered, washed the obtained solid with water, and dried to obtain the N-m-bromophenyl-2-phenylphenanthroimidazole intermediate;

[0051] Step b: Dissolve the N-m-bromophenyl-2-phenylphenanthroimidazole intermediate (1.0 mmol) obtained in step a in THF (tetrahydrofuran) (50 ml), cool to -80 ° C, add phenyl di Phosphorous chloride (0.5mmol), continue to react for 4 hours, warm up to room temperature for 12 hours, add water to quench the reaction, add 30% H 2 o 2 Aqueous solution (5.0ml) was oxidized to give bis(3-(N-phenyl-1-N-phenylphenanthroimidazolyl)triphenylphosphine oxide (DmBITPO); yield: 74%. Mass spectrum (mass spectrum) MS (APCI): calcdforC6...

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Abstract

The invention discloses a phosphorescence host material, its preparation method and application, and an electrophosphorescence light-emitting device. The general molecular structure formula of the compound containing triphenylphosphine oxide and phenanthroimidazole is as follows: wherein, ? R2=R4=or, R1=R3=H; or R1=R3=or? ,? R2=R4=H. In the present invention, since triphenylphosphine has a relatively strong electron-pulling ability and its special conjugated structure, connecting it with phenanthroimidazole to form an electroluminescent material can well improve the electroluminescence of the electroluminescent material. Electron mobility, while improving the triplet energy level of the compound, is applied to green or blue phosphorescent light-emitting devices, which can significantly improve device efficiency and reduce device efficiency roll-off.

Description

technical field [0001] The invention relates to the field of luminescent materials, in particular to a phosphorescent host material, a preparation method and application thereof, and an electrophosphorescent light emitting device. Background technique [0002] Organic electroluminescence can be divided into fluorescence and phosphorescence. According to the theory of spin quantum statistics, the internal quantum efficiency of electroluminescence of phosphorescent materials can reach 100% in theory, which is higher than that of fluorescent electroluminescence devices. s efficiency. For host-guest doped phosphorescent systems, the phosphorescent host material determines the device efficiency and efficiency roll-off. Since 1999, Forrest et al. (M.A.Baldo, S.Lamansky, P.E.Burrows, M.E.ThompsonandS.R.Forrest, APPLIEDPHYSICSLETTERS1999,75,4) discovered for the first time that organic metal complexes were doped in organic light-emitting materials to form light-emitting layers At ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6506C09K11/06H01L51/54
Inventor 黄宏付东申智渊邵诗强施建华
Owner TCL CORPORATION
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