Triphenyl phosphorus oxide-based thermal excitation delayed fluorescent blue light guest material and its preparation method and use

A technology of triphenylphosphine oxide and delayed fluorescence, which is applied in the field of fluorescent blue light guest materials, can solve the problems of large difference in intensity between electron donors and acceptors, red shift of emission wavelength, and inability to realize blue guest light emission, etc. Injection and transport ability, balanced injection and transport, effect of high-efficiency electroluminescence

Active Publication Date: 2016-09-07
HEILONGJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to solve the technical problem that due to the large difference in intensity between the electron donor and the acceptor, when the electron donor is increased, the emission wavelength of the object appears red-shifted, so that the stable and efficient blue light emission of the object cannot be realized. A thermally excited delayed fluorescent blue light guest material based on triphenylphosphine oxide, its preparation method and its application to prepare electroluminescent devices

Method used

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  • Triphenyl phosphorus oxide-based thermal excitation delayed fluorescent blue light guest material and its preparation method and use
  • Triphenyl phosphorus oxide-based thermal excitation delayed fluorescent blue light guest material and its preparation method and use
  • Triphenyl phosphorus oxide-based thermal excitation delayed fluorescent blue light guest material and its preparation method and use

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specific Embodiment approach 1

[0046] Embodiment 1: In this embodiment, the structural formula of the thermally excited delayed fluorescence blue light guest material based on triphenylphosphine oxide is as follows:

[0047] where the R group is X is

specific Embodiment approach 2

[0048] Specific embodiment 2: The preparation method of the thermally excited delayed fluorescence blue light guest material based on triphenylphosphine oxide in specific embodiment 1 is as follows:

[0049] Put 1mmol of phenoxazine, 1-5mmol of p-bromoiodobenzene, 0.1-0.5mmol of cuprous iodide, and 1-5mmol of potassium carbonate in a round-bottomed flask, stir at 120-200°C for 10-36h, and purify by column chromatography to obtain PXZPhBr: Take 1mmol PXZPhBr, 5~20ml tetrahydrofuran, stir at 0~-100°C, add 1~5mmol n-butyllithium dropwise, react for 10~36h, add 1~5mmol diphenyl phosphorus chloride and stir for 5~24h , the reaction was quenched with water, hydrogen peroxide was added and stirred for 1 h, and a thermally excited delayed fluorescent blue light guest material based on triphenylphosphine was obtained by petroleum ether column chromatography and ethyl acetate recrystallization.

specific Embodiment approach 3

[0050] Specific embodiment three: the preparation method of the thermally excited delayed fluorescence blue light guest material based on triphenylphosphine oxide in specific embodiment one is as follows:

[0051] Put 1mmol of phenoxazine, 1-5mmol of p-bromoiodobenzene, 0.1-0.5mmol of cuprous iodide, and 1-5mmol of potassium carbonate in a round-bottomed flask, stir at 120-200°C for 10-36h, and purify by column chromatography to obtain PXZPhBr or PTZPhBr; take 2mmol of PXZPhB or PTZPhBrr, 5-20ml of tetrahydrofuran, stir at 0-100°C, add 1-15mmol of n-butyllithium dropwise, react for 10-36h, add 1-5mmol or phosphorus trichloride phenyl Stir phosphorus dichloride for 5 to 24 hours, quench the reaction with water, add hydrogen peroxide and stir for 1 hour, use a column chromatography with a volume ratio of petroleum ether and ethyl acetate of 5:1 or use a volume ratio of petroleum ether and ethyl acetate of 1:1 Column chromatography and ethyl acetate recrystallization to obtain a ...

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Abstract

The invention relates to a fluorescent blue light guest material and its preparation method and use and especially relates to a triphenyl phosphorus oxide-based thermal excitation delayed fluorescent blue light guest material and its preparation method and use. The triphenyl phosphorus oxide-based thermal excitation delayed fluorescent blue light guest material solves the problem that because of large difference of an electron donor and an acceptor, when the electron donor is increased, guest emission wavelength produces red shift so that stable and efficient blue guest luminescence cannot be realized. The blue light guest material has a structural formula shown in the description. The preparation method comprises 1, preparing PXZPhBr, PXZPhBr, PTZPhBr and DMACPhBr, 2, mixing the products obtained through the step 1 and tetrahydrofuran, adding n-butyllithium and diphenylphosphinous chloride into the mixture, adding hydrogen peroxide into the mixture, carrying out stirring and carrying out chromatography and recrystallization. The triphenyl phosphorus oxide-based thermal excitation delayed fluorescent blue light guest material is used for preparation of a thermal excitation delayed fluorescent electroluminescent device. The material utilizes short-axis modification strategy, effectively keeps a matrix triplet state energy level, has a donor-acceptor (D-A)-type molecular structure and balances carrier injection and transmission. The preparation method belongs to the field of fluorescent material preparation.

Description

technical field [0001] The invention relates to a fluorescent blue light guest material, a preparation method and an application. Background technique [0002] The 21st century is an information society. The rapid development of Internet technology has made people's information communication instant, convenient, and efficient. At the same time, it has also put forward higher requirements for equipment, such as superior performance, small size and portability. At this historic moment, organic electroluminescent devices (Organic Light Emitting Diode: OLED) and organic electroluminescent materials are favored by scientists. OLED has the characteristics of active light emission, high brightness, low energy consumption, ultra-thin, wide viewing angle, etc., and is called a "fantastic display" by researchers. Electrofluorescence and electrophosphorescence are referred to as first and second generation OLEDs. Currently, thermally excited delayed fluorescence has received more at...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6533C07F9/6547C09K11/06H01L51/50H01L51/54H01L51/56
CPCC07F9/65335C07F9/6547C09K2211/1033C09K2211/1037H10K85/657H10K50/12H10K71/00
Inventor 许辉李晶段春波
Owner HEILONGJIANG UNIV
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