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A kind of organic electroluminescent device containing monosubstituent-9-fluorenone compound and its application
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An electroluminescent device and compound technology, applied in the field of organic electroluminescent devices, can solve the problems of efficiency roll-off, difficult and high exciton utilization rate, high fluorescence radiation efficiency, low S1 state radiation transition rate, etc. gap effect
Active Publication Date: 2019-02-22
VALIANT CO LTD
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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 excitonutilization rate and high fluorescenceradiation efficiency;
[0007] (2) Even if doped devices have been used to alleviate the T-excitonconcentration quenching effect, the efficiency of most TADF materials has a serious roll-off at high current densities.
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Embodiment 1
[0065] Compound 26 of Example 1
[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 electroluminescent device containing a single-substituent-9-fluorenone compound and its application. The device comprises a hole transport layer, a light-emitting layer, and an electrontransport layer. The material of the light-emitting layer of the device contains a single The compound of the substituent 9-fluorenone group has a structural formula as shown in general formula (1). The single substituent-9-fluorenone group compound used in the present invention is easy to realize the energy transfer between the host and guest materials because of the small triplet and singlet energy difference, so that the energy originally dissipated in the form of heat is easy to obtain and utilize. Therefore, it is easier to obtain high efficiency of the device, and further, when the dopant material is selected as a fluorescent material, it is easier to obtain the luminescent radiation of the dopant material, so that it is easier to obtain a long life of the material.
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...
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