organic electroluminescent element
An electroluminescent element, organic technology, applied in the direction of electrical elements, light-emitting materials, organic chemistry, etc., can solve the problem of using materials for undisclosed phosphorescent light-emitting elements, etc.
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[0170] Hereinafter, the present invention will be described in more detail through examples, but the present invention is of course not limited to these examples, and can be implemented in various forms as long as the gist of the present invention is not exceeded.
[0171] An indolocarbazole compound as a material for a phosphorescent light-emitting device was synthesized by the route shown below. In addition, the compound number corresponds to the number attached to the compound listed above.
Synthetic example 1
[0173] Synthesis of compound (B-27)
[0174]
[0175] Under a nitrogen atmosphere, 33.3 g (0.30 mol) of 1,2-cyclohexanedione, 86.0 g (0.60 mol) of phenylhydrazine hydrochloride and 1000 ml of ethanol were stirred at room temperature, and 3.0 g of concentrated sulfuric acid was added dropwise over 5 minutes. (0.031 mol) and stirred while heating at 65° C. for 4 hours. After cooling the reaction solution to room temperature, the precipitated crystals were collected by filtration and washed with ethanol (2×500 ml) to obtain 80.0 g of purple-brown crystals. 72.0 g (0.26 mol) of this crystal, 72.0 g of trifluoroacetic acid, and 720.0 g of acetic acid were stirred while heating at 100° C. for 15 hours. After cooling the reaction solution to room temperature, the precipitated crystals were collected by filtration and washed with acetic acid (200 ml). Reslurry purification was performed to obtain 30.0 g (yield 45%) of 11,12-dihydroindolo[2,3-a]carbazole (IC-1) as white crystals. ...
Embodiment 1
[0181] On a glass substrate formed with an anode made of ITO with a film thickness of 110nm, the vacuum evaporation method was used at a vacuum degree of 4.0×10 -5 Each film was laminated at Pa. First, 25 nm thick copper phthalocyanine (CuPC) was formed on ITO. Then, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB) was formed to a thickness of 40 nm as a hole transport layer. Next, compound (B-27) as a host material and tris(2-phenylpyridine) iridium(III)(Ir( ppy) 3 ), forming a 40nm thick light-emitting layer. Ir(ppy) in the light-emitting layer 3 The concentration is 10.0% by weight. Next, a 20nm-thick layer of tris(8-hydroxyquinoline)aluminum(III)(Alq 3 ) as the electron transport layer. Further, lithium fluoride (LiF) was formed as an electron injection layer to a thickness of 1.0 nm on the electron transport layer. Finally, aluminum (Al) was formed as an electrode to a thickness of 70 nm on the electron injection layer, thereby producing an organic EL element....
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