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Problems solved by technology
[0010] However, the materials of conventional organic EL elements have a low glass transition temperature and low thermal stability. Therefore, the lifetime of the organic electroluminescent element has not yet reached a satisfactory level, and improvement in light emission characteristics is also required.
Method used
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Synthetic example 1
[0202] [Synthesis Example 1] Synthesis of Cpd 1
[0203]
[0204] The compound Inv1 (2.7g, 10.0mmol), N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalene-2-amine synthesized in Preparation Example 1 (5.4g, 12.0mmol) was dissolved in 100ml of toluene, then Pd was added under nitrogen 2 (dba) 3 (0.9g, 1.0mmol). After adding NaOtBu (2.9g, 30mmol) to it, (t-Bu) 3 P (1.0 ml, 1.0 mmol) was put into the above reaction solution, and then the mixture was refluxed and stirred for 5 hours.
[0205] After confirming the completion of the reaction by TLC, it was cooled to normal temperature. After the reaction, distilled water was added, and the organic layer was extracted with ethyl acetate. Use Na 2 SO 4 After drying and distillation under reduced pressure, it was purified by column chromatography to obtain compound Cpd 1 (5.5 g, yield 86%).
[0206] HRMS[M] + :642.230
Synthetic example 2
[0207] [Synthesis Example 2] Synthesis of Cpd 2
[0208] Use 7-bromo-9,9-dimethyl-N-(naphthalene-1-yl)-N-phenyl-9H-fluoren-2-amine (5.9g, 12.0mmol) instead of the one used in Synthesis Example 1. N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalene-2-amine, except that it was obtained by implementing the same process as in Synthesis Example 1 above The target compound Cpd 2 (5.8 g, yield 85%).
[0209] HRMS[M] + :682.262
Synthetic example 3
[0210] [Synthesis Example 3] Synthesis of Cpd 3
[0211] Use N,N-di([1,1'-biphenyl]-4-yl)-4'-bromo-[1,1'-biphenyl]-4-amine (6.6g, 12.0mmol) instead In addition to the N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalene-2-amine used in Synthesis Example 1, it was synthesized as described above The target compound Cpd 3 (6.7 g, yield 85%) was obtained by the same process in Example 1.
[0212] HRMS[M] + :744.277
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Abstract
The present invention relates to a novel organic compound and an organic electroluminescent element comprising same. The organic compound according to the present invention is used for the organic layer(s) of an organic electroluminescent element, thus improving the luminous efficiency, driving voltage, lifetime, and the like of the organic electroluminescent element.
Description
Technical field [0001] The present invention relates to a novel organic compound and an organic electroluminescence element containing the same. Background technique [0002] With the in-depth research on organic electroluminescent (EL) elements (hereinafter referred to as "organic EL elements") developed from the blue electroluminescence of anthracene single crystals in 1965, Tang proposed in 1987 It consists of the hole layer (NPB) and the light-emitting layer (Alq 3 ) An organic EL element with a two-layer laminated structure. After that, in order to realize the commercialization of organic EL devices with the required high efficiency and long-life characteristics, it was proposed to provide an organic layer for hole injection and transport and an organic layer for electron injection and transport in the device. , The organic layer that induces electroluminescence by the combination of holes and electrons has the same characteristics as the form of a multilayer laminated stru...
Claims
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