Thioxanthone oxide derivative, and preparation method and application thereof

A technology for oxidizing thioxanthone and its derivatives, which is applied in the fields of chemical instruments and methods, organic chemistry, semiconductor/solid-state device manufacturing, etc., and can solve the problem of no host material for the light-emitting layer

Active Publication Date: 2014-05-21
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still very few phosphorescent devices in the true sense, especially blue phosphorescent devices. The fundamental reason is that there is no suitable host material for the light-emitting layer.

Method used

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  • Thioxanthone oxide derivative, and preparation method and application thereof
  • Thioxanthone oxide derivative, and preparation method and application thereof
  • Thioxanthone oxide derivative, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] Synthesis of Oxythioxanthone Derivatives Comp-1

[0080]

[0081] Dissolve 2,7-diphenylthioxanthone and 1M nitrate solution in acetonitrile at a molar ratio of 1:4, stir at room temperature for 4 hours, add a large amount of water to precipitate, filter and recrystallize with ethanol to obtain Oxidized thioxanthone derivative Comp-1, the yield is about 70%; m / z: 380.09 (100.0%), 381.09 (28.0%), 382.08 (4.6%), 381.08 (4.2%), 382.09 (1.7 %). m / z is the mass-to-charge ratio of the target molecule in a low-resolution mass spectrum.

Embodiment 2

[0083] Synthesis of oxidized thioxanthone derivatives Comp-2:

[0084]

[0085] As in Example 1, 2,7-bis(2'-biphenyl)thioxanthone was used instead of 2,7-diphenylthioxanthone to obtain oxidized thioxanthone derivatives Comp-2, which produced The rate is about 70%; m / z: 532.15 (100.0%), 533.15 (40.8%), 534.16 (8.0%), 533.14 (4.8%).

Embodiment 3

[0087] Synthesis of oxidized thioxanthone derivatives Comp-3:

[0088]

[0089] As in Example 1, 2,7-bis(3',5'-terphenyl)thioxanthone was used instead of 2,7-diphenylthioxanthone to obtain oxidized thioxanthone derivatives Comp- 3. The yield is about 70%. m / z: 684.21 (100.0%), 685.22 (53.3%), 686.23 (14.6%), 685.21 (3.2%), 686.22 (1.9%).

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Abstract

The invention discloses a thioxanthone oxide derivative. The structural formula of the derivative can be formula (1) or formula (2); and in the formula (1) or formula (2), R1, R2, R3, R4, R5, R6, R7 and R8 are respectively selected from one of the hydrogen atom, an alkyloxy group, an alkylthio group, an alkylamino group, an arylamino group, an aryloxy group, an arylthio group, an aryl group and a heteroaromatic group, and at least one of R1, R2, R3, R4, R5, R6, R7 and R8 is an aromatic group. The invention also discloses a preparation method of the thioxanthone oxide derivative, and an application of the thioxanthone oxide derivative. The thioxanthone oxide derivative can be used as an organic luminescent layer of an organic electroluminescent device.

Description

technical field [0001] The invention relates to oxidized thioxanthone derivatives and a preparation method thereof, as well as the application of the oxidized thioxanthone derivatives in organic electroluminescent devices. Background technique [0002] Since 1987, C.W.Tang et al. of Kodak Corporation of the United States first used the vacuum evaporation method to prepare a small molecule thin film sandwich device (C.W.Tang, S.A.Vanslyke, Applied Physics Letters, 1987, 51, 913), the research on organic electroluminescent materials has been Entered a new era. An organic electroluminescent device is mainly composed of a positive electrode, a negative electrode, and an active layer. Wherein, the active layer is a light-emitting layer, which is sandwiched between the positive and negative electrode layers to form a sandwich structure similar to a sandwich. In order to improve the injection and transport of carriers and improve the working efficiency of devices, carrier (hole a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D335/10C07D409/14H01L51/54
CPCC09K11/06C07D335/10C07D409/14C09K2211/1029C09K2211/1092C09K2211/1077H10K85/622H10K85/624H10K85/623H10K85/626H10K85/636H10K85/6572H10K85/6574H10K85/6576
Inventor 汪鹏飞王会刘卫敏
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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