Pyrene-containing organic compound and application in organic electroluminescent device
Pending Publication Date: 2020-09-15
JIANGSU SUNERA TECH CO LTD
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In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used ha...
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Embodiment 1
[0113] Example 1: Synthesis of compound 12:
[0114]
[0115] In a 250ml three-necked flask, under the protection of nitrogen, add 0.01mol of raw material A-1, 0.012mol of intermediate B-1, 150ml of toluene and stir and mix, and then add 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 105℃, refluxed for 24 hours, sampling point plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no distillate, and passed through a neutral silica gel column The target product was obtained with HPLC purity of 99.92% and yield of 79.3%. Elemental analysis structure (molecular formula C 52 H 33 NO): Theoretical value: C, 90.80; H, 4.84; N, 2.04; O, 2.33; Test value C, 90.81; H, 4.85; N, 2.04; O, 2.34. HPLC-MS: The molecular weight of the material is 687.26, and the measured molecular weight is 687.55.
Embodiment 2
[0116] Example 2: Synthesis of Compound 72:
[0117]
[0118] It was prepared according to the synthetic method of compound 12 in Example 1, except that intermediate B-2 was used instead of intermediate B-1; the elemental analysis structure (molecular formula C 58 H 37 NO): Theoretical value: C, 91.19; H, 4.88; N, 1.83; O, 2.09; Test value: C, 91.20; H, 4.21; N, 1.82; O, 2.07. HPLC-MS: The molecular weight of the material is 763.29, and the measured molecular weight is 763.62.
Embodiment 3
[0119] Example 3: Synthesis of compound 111:
[0120]
[0121] Prepared according to the synthetic method of compound 12 in Example 1, except that intermediate B-3 is used instead of intermediate B-1; the elemental analysis structure (molecular formula C 58 H 37 NO): Theoretical value: C, 91.19; H, 4.88; N, 1.83; O, 2.09; Test value: C, 91.22; H, 4.20; N, 1.82; O, 2.06. HPLC-MS: The molecular weight of the material is 763.29, and the measured molecular weight is 763.67.
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Abstract
The invention relates to a pyrene-containing organic compound and application thereof, and belongs to the technical field of semiconductors, wherein the structure of the compound is represented by a general formula (1). The organic compound provided by the invention has relatively strong hole transport capability, and the hole injection and transport performance is improved under a proper HOMO energy level; under the proper LUMO energy level, the electron blocking effect is achieved, and the recombination efficiency of excitons in the light-emitting layer is improved; and when the compound used as a light-emitting functional layer material of an OLED light-emitting device, the branched chains in the range of the invention can be matched to effectively improve the exciton utilization rate and radiation efficiency, reduce the efficiency roll-off under high current density, reduce the device voltage, improve the current efficiency of the device and prolong the service life of the device.
Description
Technical field [0001] The present invention relates to the field of semiconductor technology, in particular to an organic compound containing pyrene and its application in organic electroluminescent devices. Background technique [0002] At present, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with actual product application requirements, OLED devices have performance such as luminous efficiency and service life. It needs further improvement. Research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and increasing the service life of the device. In order to achieve the continuous improvement of the performance of OLED devices, not only innovations in the structure and manufacturing process of OLED devices are required, but also continuous...
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