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Organic light emission diode device containing mono substituent-9-fluorenone compound and application thereof

Active Publication Date: 2017-08-18
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] (1) The T1 and S1 states of the designed molecule have strong CT features and a very small S1-T1 state energy gap, although high T can be achieved through the TADF process 1 →S 1 State exciton conversion rate, but at the same time lead to low S1 state radiative transition rate, therefore, it is difficult to have both (or simultaneously achieve) high exciton utilization rate and high fluorescence radiation efficiency;
[0007] (2) Even if doped devices have been used to alleviate the T-exciton concentration quenching effect, the efficiency of most TADF materials has a serious roll-off at high current densities.

Method used

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  • Organic light emission diode device containing mono substituent-9-fluorenone compound and application thereof
  • Organic light emission diode device containing mono substituent-9-fluorenone compound and application thereof
  • Organic light emission diode device containing mono substituent-9-fluorenone compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Example 1 Compound 26

[0066]

[0067] 250ml there-necked flask, under the atmosphere of feeding nitrogen, add 0.01mol (2.59g) 1-bromo-9-fluorenone, 0.015mol (5.23g) compound M1, 0.03mol (2.88g) sodium tert-butoxide, 10 -4 mol(0.073g)Pd(dppf)Cl 2 , 180ml of toluene, heated to reflux for 10 hours, sampling point plate, the reaction was complete; natural cooling, filtration, filtrate rotary evaporation, the filtrate was subjected to column chromatography to obtain the target product with a purity of 99.2% and a yield of 82%;

[0068] Elemental analysis structure (molecular formula C37H22N2O2): theoretical value C,84.39; H,4.21; N,5.32; O,6.08; test value: C,84.36; H,4.22; N,5.33; O,6.09;

[0069] HPLC-MS: The theoretical molecular weight of the material is 526.17, and the actual molecular weight is 526.40.

Embodiment 2

[0070] Example 2 Compound 44

[0071]

[0072] The preparation method of compound 44 is the same as in Example 1, except that M1 is replaced by raw material M2;

[0073] Elemental analysis structure (molecular formula C29H17NOS): theoretical value C, 81.47; H, 4.01; N, 3.28; O, 3.74; S, 7.50; test value: C, 81.45; ,7.51;

[0074] HPLC-MS: The theoretical molecular weight of the material is 427.10, and the actual molecular weight is 427.35.

Embodiment 3

[0075] Example 3 Compound 56

[0076]

[0077] The preparation method of compound 56 is the same as that in Example 1, except that the raw material M3 is used to replace M1;

[0078] Elemental analysis structure (molecular formula C31H17NO3): theoretical value C,82.47; H,3.80; N,3.10; O,10.63; test value: C,82.45; H,3.79; N,3.11; O,10.65;

[0079] HPLC-MS: The theoretical molecular weight of the material is 451.12, and the actual molecular weight is 451.36.

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Abstract

The invention discloses an organic light emission diode device containing a mono substituent-9-fluorenone compound and an application thereof. The device comprises a hole transport layer, a light emission layer and an electron transport layer. The material of the light emission layer of the device comprises a compound containing a mono substituent-9-fluorenone group, and the structural formula is shown in the general formula (1). According to the used mono substituent-9-fluorenone group compound, due to a small triplet and singlet energy difference, energy transfer between host and guest materials can be realized easily, energy that is originally lost in a heat form is easily available, and the high efficiency of the device can be acquired more easily. Further, when a fluorescent material is selected as a doped material, light emission radiation of the doped material is acquired more easily, and a long service life of the material can be acquired more easily.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic electroluminescence device in which the light-emitting layer material is a monosubstituent-9-fluorenone compound and an application thereof. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at...

Claims

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Application Information

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IPC IPC(8): H01L51/50H01L51/54
CPCH10K85/60H10K85/624H10K85/636H10K85/626H10K85/633H10K85/615H10K85/631H10K85/30H10K85/654H10K85/6574H10K85/6572H10K85/657H10K85/346H10K85/342H10K50/11H10K2102/3026
Inventor 李崇张兆超王立春
Owner VALIANT CO LTD
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