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Benzimidazole tetraphenyl dihydro anthracene compound and application thereof
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An organic material and organic technology, applied in the field of organic electroluminescent display, can solve the problems of reducing OLED cost, disadvantages, increasing the complexity of device manufacturing process, etc., and achieve the effect of high electron mobility
Active Publication Date: 2014-09-03
TSINGHUA UNIV +2
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Problems solved by technology
Devices based on this hybridelectron transport layer have improved efficiency and lifetime, but increase the complexity of the device manufacturing process, which is not conducive to reducing the cost of OLEDs
Method used
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Embodiment 1
[0082] Synthesis of Example 1 Compound 1
[0083]
[0084] 500 ml three-necked flask equipped with magnetic stirring, after nitrogen replacement, add 5.9 g of benzimidazole (molecular weight 118.14, specification: AR, 0.05 mol), 9,9,10,10-tetrakis(p-iodophenyl)dihydroanthracene 10.1 Gram (molecular weight 988, content 98%, 0.01mol), cuprous iodide 0.95 grams (molecular weight 190, specification: AR, 0.05mol), DMF (AR) 150ml, 1.29 grams of 2-piperidinecarboxylic acid (molecular weight 129, specification: AR, 0.10mol), 11.4 grams of potassiumcarbonate (molecular weight 138, specification: AR, 0.0826mol), reflux, react for 1 hour, all become light yellow, react for 8hr, cool down, cool and filter out, the product is insoluble in ethanol, in The solubility in THF is good, and this property can be used for purification. Repeated several times, 4.7g of pale white solid product (molecular weight: 562.66) was obtained, with a purity of 99.30% (the total content of cis and trans i...
Embodiment 2
[0086] Synthesis of Example 2 Compound 2
[0087]
[0088] Using 9,9,10,10-tetrakis(p-iodophenyl)dihydroanthracene and 2-methylbenzimidazole as raw materials, compound 2 was obtained through the same steps as in Example 1.
[0089] Product MS (m / e): 1004; Elemental Analysis (C 70 h 52 N 8 ): theoretical value C: 83.64%, H: 5.21%, N: 11.15%; measured value C: 83.73%, H: 5.16%, N: 11.11%.
Embodiment 3
[0090] Synthesis of Example 3 Compound 3
[0091]
[0092] Using 9,10-diphenyl-9,10-bis(p-iodophenyl)dihydroanthracene and benzimidazole as raw materials, compound 3 was obtained through the same steps as in Example 1.
[0093] Product MS (m / e): 716; Elemental Analysis (C 52 h 36 N 4 ): theoretical value C: 87.12%, H: 5.06%, N: 7.82%; measured value C: 87.06%, H: 5.03%, N: 7.91%.
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Abstract
The invention relates to an organic material and an organic light-emitting device containing the organic material. The structure general formula of the material is as follows, wherein Ar1 and Ar2 are selected from meta condensed heterocyclic arene with 6-30 carbon atoms; the Ar1 and the Ar2 can be same or different; and the Ar1 and the Ar2 are not hydrogen simultaneously. The organic material prepared by the invention can be used as an electrontransport layer in the organic light-emitting device.
Description
technical field [0001] The invention relates to a novel organic material and its application in organic electroluminescence devices, belonging to the technical field of organic electroluminescence display. Background technique [0002] The electron transport material traditionally used in electroluminescent devices is Alq 3 , but Alq 3 The electron mobility is relatively low (about 10 6 cm 2 / Vs). With the commercialization and practical application of electroluminescent devices, people hope to obtain ETL materials with higher transmission efficiency and better performance. In this field, researchers have done a lot of exploratory work. LG Chem's world patent reports a series of naphthimidazole derivatives, which are used as electron transport and injection materials in electroluminescent devices, improving the luminous efficiency of the device (WO 2007 / 011170 A1); LG Chem's patent specification in China It is reported that a series of pyrene derivatives are used as ele...
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