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Thickened triphenyl compound as well as preparation method and application thereof

A technology of terphenyl and compound, which is applied in the field of fused terphenyl compound and its preparation, and can solve the problems of shortened service life, low thermal stability, easy annihilation of excitons and the like

Active Publication Date: 2019-08-30
NINGBO LUMILAN NEW MATERIAL CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Therefore, the technical problem to be solved by the present invention is to overcome the defects of low thermal stability and easy annihilation of excitons in the prior art blue light-emitting materials, which reduce the luminous efficiency of the device and shorten the service life, thereby providing a fused triplex Benzene compound and its preparation method and use

Method used

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  • Thickened triphenyl compound as well as preparation method and application thereof
  • Thickened triphenyl compound as well as preparation method and application thereof
  • Thickened triphenyl compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0094] This embodiment provides a fused terphenyl compound having a structure shown in the following formula (P-009):

[0095]

[0096] The synthetic route of the fused terphenyl compound shown in formula (P-009) is as follows:

[0097]

[0098] Wherein, the synthetic route of the compound shown in formula (C) is as follows:

[0099]

[0100] The concrete of condensed terphenyl compound shown in formula (P-009) comprises the following steps:

[0101] (1) Synthesis of Compound C

[0102] Take a 2-liter double-necked round-bottom bottle and put it into a stirring bar and a reflux tube connected to it, fill it with nitrogen after drying, and add 263.96 grams of compound A (1.0 equivalent) and 892.02 grams of K 2 S 2 o 8 (3.3 equivalents) and 837.57 grams of iodine (3.3 equivalents), add 1000 ml of dichloromethane and cool to 0 ° C, stir and mix for 10 minutes, slowly add a mixed solution of 375 ml of TFA and 17 ml of sulfuric acid, and wrap the double neck with alumi...

Embodiment 2

[0115] This embodiment provides a fused terphenyl compound having a structure shown in the following formula (P-040):

[0116]

[0117] The synthetic route of the fused terphenyl compound shown in formula (P-040) is as follows:

[0118]

[0119] The preparation method of the fused terphenyl compound shown in formula (P-040) specifically comprises the following steps:

[0120] Using the compound shown in formula (C) and phenylboronic acid as raw materials, according to the synthetic method provided in Example 1, the difference is that compound H-1 is replaced by compound H-2 in step (5), to obtain formula Fused terphenyl compound represented by (P-040) (1.065 g, yield 92%).

[0121] Elemental analysis: (C 45 h 38 ) Theoretical value: C, 93.38; H, 6.62; Measured value: C, 93.41; H, 6.59; HRMS (ESI) m / z (M + ): theoretical value: 578.2974; measured value: 578.2889.

Embodiment 3

[0123] This embodiment provides a fused terphenyl compound having a structure shown in the following formula (P-041):

[0124]

[0125] The synthetic route of the fused terphenyl compound shown in formula (P-041) is as follows:

[0126]

[0127] The preparation method of the fused terphenyl compound shown in formula (P-041) specifically comprises the following steps:

[0128] Using the compound shown in formula (C) and phenylboronic acid as raw materials, according to the synthesis method provided in Example 1, the difference is that compound H-1 is replaced by compound H-3 in step (5), to obtain formula Fused terphenyl compound represented by (P-041) (1.050 g, yield 95%).

[0129] Elemental analysis: (C 42 h 32 O) Theoretical value: C, 91.27; H, 5.84; Found value: C, 91.23; H, 5.86; HRMS (ESI) m / z (M + ): theoretical value: 552.2453; measured value: 552.2457.

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Abstract

The invention discloses a thickened triphenyl compound as well as a preparation method and application thereof. The thickened triphenyl compound has a structure shown as a formula (I). The parent nucleus of the thickened triphenyl compound is thickened triphenyl. Since the three benzene rings are non-coplanar, the thermal stability of molecules is improved. In addition, the non-coplanar structureof the thickened triphenyl can avoid molecular stacking, exciton generation is facilitated, and the luminous efficiency of the material is improved. By setting R1 and R2 substituent groups, the compound shown as the formula (I) has high overall structural rigidity, the thermal stability of the molecules can be improved, and the service life of the material is prolonged. The invention furthermore discloses an organic electroluminescence device. At least one functional layer contains the previous thickened triphenyl compound. The thickened triphenyl compound serves as a host material or a guestmaterial of the luminescent layer, the stability is high, and the luminous efficiency of the device is high.

Description

technical field [0001] The invention relates to the field of display technology, in particular to a fused terphenyl compound and its preparation method and application. Background technique [0002] Organic light-emitting diodes (OLEDs) have advantages in display and The field of lighting has great application prospects, and more and more people pay attention to it. [0003] In 1987, Tang et al. from Kodak Company of the United States prepared a multilayer OLED device by vacuum deposition coating method. OLED devices use conductive indium tin oxide (ITO) as the cathode, and sequentially vapor-deposit aromatic amine derivatives and tris(8-hydroxyquinoline)aluminum on it, and use magnesium-silver alloy as the anode material to obtain a high-brightness ( 1000cd / m2) green light emitting device. At the same time, due to the optimization of the device structure, a hole transport layer formed of aromatic amine derivatives is added to achieve higher luminous brightness and lumino...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/62C07C1/26C07D307/91C07D333/76C07C211/61C07C209/10C07D209/86C07D209/80C07D307/77C07D333/50C07D295/033C07D211/14C07D239/26C07D239/74C07C255/52C07D263/57C07D209/08C07D409/10C07D405/10C07D519/00C07D495/04C07D487/04C07D401/10C07D405/14C07C255/58C07C211/48C07C211/54C07C211/58C07C255/47C07C253/30C07C409/12C07D213/16C07D213/127C07D213/06C07D213/38C09K11/06H01L51/50H01L51/54
CPCC07C13/62C07D307/91C07D333/76C07C211/61C07D209/86C07D209/80C07D307/77C07D333/50C07D295/033C07D211/14C07D239/26C07D239/74C07C255/52C07D263/57C07D209/08C07D409/10C07D405/10C07D519/00C07D495/04C07D487/04C07D401/10C07D405/14C07C255/58C07C211/48C07C211/54C07C211/58C07C255/47C07C409/12C07D213/16C07D213/06C07D213/38C09K11/06C07C2603/52C07C2603/18C07C2603/40C07C2603/54C09K2211/1088C09K2211/1092C09K2211/1044C09K2211/1029C09K2211/1011H10K85/623H10K85/615H10K85/622H10K85/624H10K85/626H10K85/633H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/12
Inventor 魏定纬张晓晓丁欢达陈志宽
Owner NINGBO LUMILAN NEW MATERIAL CO LTD
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