Novel organic electroluminescent material of fluoranthene and acridine type, and preparation method and application thereof

An electroluminescent material, acridine technology, applied in organic chemistry, circuits, electrical components, etc., can solve the problems of immature blue light-emitting devices, low device life and efficiency

Inactive Publication Date: 2017-11-17
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to realize full-color display, light-emitting devices of red, green, and blue colors are required respectively. Compared with red light devices and green light devices, blue light-emitting devices are not mature enough, and the device life and efficiency are low

Method used

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  • Novel organic electroluminescent material of fluoranthene and acridine type, and preparation method and application thereof
  • Novel organic electroluminescent material of fluoranthene and acridine type, and preparation method and application thereof
  • Novel organic electroluminescent material of fluoranthene and acridine type, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] Example 1 Preparation of intermediate 1-IV, the reaction equation is as follows:

[0068]

[0069] (1) Preparation of intermediate 1-I: In a 1L three-necked flask, add 2-aminoacetophenone (33.8g, 0.25mol), 3,8-dibromofluoranthene (93.6g, 0.26mol), tert-butyl Sodium alkoxide (28.8g, 0.30mol), palladium acetate (0.56g, 2.5mmol), P(t-Bu) 3 HBF 4 (1.451g, 5mmol) and 500mL xylene, reacted at 120-130°C for 12h, after the reaction was completed, 100g of water was added to the reaction system to quench the reaction, filtered, the filtrate was decompressed to remove the solvent, purified by column chromatography, and then purified by toluene, Intermediate 1-I was obtained by recrystallization of petroleum ether with a yield of 74.61%;

[0070] (2) Preparation of intermediate 1-II: Add the above-mentioned intermediate 1-I (62.1g, 0.15mol) into a 1L three-necked flask, add 400g of tetrahydrofuran, cool down to -78°C, add methylmagnesium bromide dropwise Tetrahydrofuran solut...

Embodiment 2

[0075] Example 2 Preparation of intermediate 2-IV, the structural formula is:

[0076]

[0077] Referring to Example 1, in the preparation process, the raw material methylmagnesium bromide in step (2) was replaced with phenylmagnesium bromide to obtain intermediate 2-IV with a yield of 31.57%.

[0078] High resolution mass spectrometry, molecular formula C 41 h 26 BrN, theoretical value 611.1249, tested value 611.1213.

[0079] The intermediate 2-IV prepared in Example 2 was used as the reaction raw material of Examples 4 and 13-15.

Embodiment 3

[0080] Example 3 Preparation of intermediate 1-V, the reaction equation is as follows:

[0081]

[0082] In a 500mL three-necked flask, add intermediate 1-IV (24.4g, 0.05mol) and dichloroethane (250g), cool down to -5~0°C, slowly add bromine (9.6g, 0.06mol) dropwise, - Incubate at 5-0°C for 4 hours, add sodium sulfite solution to quench the reaction, separate liquid, wash with water, purify by column chromatography, and recrystallize from toluene to obtain intermediate 1-Ⅴ with a yield of 81.33%.

[0083] High resolution mass spectrometry, molecular formula C 31 h 21 Br 2 N, theoretical value 565.0041, test value 565.0079.

[0084] The intermediate 1-V prepared in Example 3 was used as the reaction raw material in Examples 10-12.

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Abstract

The invention belongs to the field of organic electroluminescence, and particularly relates to a novel organic electroluminescent material of fluoranthene and acridine type, and a preparation method and application thereof. The novel organic electroluminescent material is not easy to crystallize and not easy to aggregate among molecules, has proper molecular weight, good thin film stability, and suitable HOMO and LUMO energy levels; the material can be used as a luminescent layer of OLED devices and applied in the field of organic electroluminescence. When the compound is used as the luminescent layer material of OLED luminescent devices, the prepared OLED device has excellent photoelectric performance, and the device efficiency and the service life are increased.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and in particular relates to a novel organic electroluminescence material of fluoranthene acridine type, a preparation method and application thereof. Background technique [0002] Organic electroluminescent diodes (OLEDs) were produced in the 1980s. They have many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display, which make them the most favorable competitors for the next generation of flat panel display technology. , has received great attention from people, and after more than 20 years of development, the technology has gradually matured. [0003] At present, organic electroluminescent technology is mainly used in two fields, namely full-color display and white lighting. Commodities based on OLED display technology have gradually realized industrialization, for example, in products such as smart phones and curved TVs. , this techniq...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/18C07D405/12C07D409/12C07D405/14C07D409/14H01L51/54H01L51/50
CPCC07D221/18C07D405/12C07D405/14C07D409/12C07D409/14C09K2211/1029C09K2211/1007C09K2211/1014C09K2211/1011C09K2211/1088C09K2211/1092H10K85/622H10K85/636H10K85/626H10K85/615H10K85/6576H10K85/6574H10K85/6572H10K50/11
Inventor 高自良王元勋巨成良慈振华周银波孟凡民
Owner VALIANT CO LTD
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