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A kind of compound whose parent nucleus is quinazolinone derivative and application thereof
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A technology of quinazolinone and compound, applied in the field of semiconductor, can solve the problems of limited application, lowering of triplet energy level, etc.
Active Publication Date: 2020-05-15
JIANGSU SUNERA TECH CO LTD
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At the same time, there is a strong intramolecular charge transfer between the donor and the acceptor of the bipolar host material, which leads to the lowering of the triplet energy level of the material itself, which limits its application in industrial production.
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Embodiment 1
[0076] The synthesis of embodiment 1 compound 22
[0077]
[0078] In a 250ml four-neck flask, add 0.01mol 3-bromo-6,6-dimethylindolo[2,1-b]quinazolin 12(6H)-one, 0.015mol Compound B1, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling point plate, the reaction was complete, cooled naturally, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 97.36% and a yield of 66.4%. HPLC-MS (m / z): The theoretical value is 559.23, and the measured value is 559.42.
Embodiment 2
[0079] The synthesis of embodiment 2 compound 26
[0080]
[0081] In a 250ml four-neck flask, add 0.01mol 3-bromo-6,6-dimethylindolo[2,1-b]quinazolin 12(6H)-one, 0.015mol Compound B2, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol tri-tert-butylphosphine, 150ml toluene, heated to reflux for 24 hours, sampled and spotted, reacted completely, cooled naturally, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 96.59% and a yield of 59.8%. HPLC-MS (m / z): The theoretical value is 559.23, and the measured value is 559.67.
Embodiment 3
[0082] The synthesis of embodiment 3 compound 42
[0083]
[0084] In a 500ml four-neck flask, under an atmosphere of nitrogen gas, add 0.01mol 2-bromo-benzo[d]benzo[4,5]imidazol[2,1-b]oxazole, 0.015mol compound C1, and use The mixed solvent is dissolved (180ml toluene, 90ml ethanol), then add 0.03mol Na 2 CO 3 aqueous solution (2M), then add 0.0001mol Pd (PPh 3 ) 4 , heated to reflux for 10-24 hours, sampled and plated, the reaction was complete. Naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a HPLC purity of 97.80% and a yield of 67.5%. HPLC-MS (m / z): The theoretical value is 635.26, and the measured value is 635.68.
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Abstract
The invention discloses a compound whose mother nucleus is a quinazolinone derivative and an application thereof. The compound takes the quinazolinone derivative as the core, and has the characteristics of difficult crystallization and aggregation between molecules and good film-forming properties. When the compound of the present invention is used as a light-emitting layer material of an OLED light-emitting device, the current efficiency, power efficiency and external quantum efficiency of the device are greatly improved; at the same time, the life of the device is significantly improved.
Description
technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound of quinazoline derivatives and its application as a light-emitting layer material in an organic light-emitting diode. 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 both ends of the OLED ...
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