A compound with benzo[1,2-b:5,4-b']dibenzofuran as the core and its application

A 2-b, 4-b technology, applied in the direction of organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve the problems of different performance and other problems, and achieve the effect of not easy to aggregate, optimize the structure of the device, and not easy to crystallize

Active Publication Date: 2022-06-03
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • A compound with benzo[1,2-b:5,4-b']dibenzofuran as the core and its application
  • A compound with benzo[1,2-b:5,4-b']dibenzofuran as the core and its application
  • A compound with benzo[1,2-b:5,4-b']dibenzofuran as the core and its application

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Experimental program
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Effect test

preparation example Construction

[0109] Synthesize intermediate D according to the preparation method of intermediate D-1. The synthesis of intermediate D is divided into two steps: raw material E and raw material G generate intermediate H through Suzuki reaction; intermediate H shrinks into a ring and generates intermediate D, specifically The structure is shown in Table 1.

[0110] Table 1

[0111]

Embodiment 1

[0112] Embodiment 1: preparation compound 1

[0113]

[0114] Under nitrogen atmosphere, add 0.01mol intermediate D-1, 0.015mol raw material F-1, 0.03mol sodium tert-butoxide, 5×10 -5 mol Pd 2 (dba) 3 and 5×10 -5 mol tri-tert-butylphosphine, then add 150ml of toluene to dissolve it, heat to 100°C, reflux for 24 hours, observe the reaction by TLC until the reaction is complete. Naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated until there was no fraction. The obtained substance was purified by silica gel column (petroleum ether as eluent) to obtain the target product with a purity of 99.6% and a yield of 76.5%.

[0115] Elemental analysis structure (molecular formula C 36 h 19 NO 3 ): Theoretical value: C, 84.20; H, 3.73; N, 2.73; O, 9.35; Test value: C, 84.22; H, 3.71; N, 2.72; ESI-MS(m / z)(M + ): The theoretical value is 513.14, and the measured value is 513.46.

Embodiment 2

[0116] Embodiment 2: preparation compound 17

[0117]

[0118] It was prepared according to the synthetic method of compound 1, except that intermediate D-2 was used instead of intermediate D-1, and raw material F-1 was replaced by raw material F-2. The purity of the obtained target product was 99.7%, and the yield was 72.6%.

[0119] Elemental analysis structure (molecular formula C41H22N2O3): theoretical value: C, 83.38; H, 3.75; N, 4.74; O, 8.13; test value: C, 83.37; H, 3.74; N, 4.73; ESI-MS (m / z) (M+): theoretical value 590.16, found value 590.44.

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Abstract

The invention discloses a compound with benzo[1,2-b:5,4-b']dibenzofuran as the core and application thereof. The compound of the present invention contains a benzo[1,2-b:5,4-b'] dibenzofuran structure, which has strong rigidity and is connected to a five-membered ring or a six-membered ring or a seven-membered ring Finally, it has the characteristics of not easy to crystallize, not easy to aggregate, and has good film-forming properties between molecules; the compounds of the present invention have different electron-donating abilities due to the branched chain structure, so the HOMO energy levels of the materials are different, and can be used as materials for different functional layers. Use; In addition, the compound of the present invention has a higher triplet energy level, which can effectively block energy loss and facilitate energy transfer. Therefore, after the compound of the present invention is used as an organic electroluminescent functional layer material in an OLED device, both the device efficiency and lifespan are greatly improved.

Description

technical field [0001] The invention relates to a compound with benzo[1,2-b:5,4-b']dibenzofuran as the core and its application in organic electroluminescent devices, belonging to the technical field of semiconductors. Background technique [0002] At present, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with actual product application requirements, the luminous efficiency and service life of OLED devices Further improvement is needed. The current research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and improving the service life of the device. In order to realize the continuous improvement of the performance of OLED devices, not only the innovation of OLED device structure and manufacturing process is required, but also the cont...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/04C07D519/00C09K11/06H01L51/54
CPCC07D519/00C07D493/04C09K11/06C09K2211/1088C09K2211/1029C09K2211/1033C09K2211/1092C09K2211/1044H10K85/6574H10K85/657H10K85/6572C07D491/04H10K99/00
Inventor 李崇唐丹丹谢丹丹张兆超赵四杰
Owner JIANGSU SUNERA TECH CO LTD
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