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Compound taking benzo[1,2-b:5,4-b']dibenzofuran as core, and applications thereof

A 2-b, 4-b technology, applied in organic chemistry, chemical instruments and methods, electrical components, etc., can solve problems such as very different performance

Active Publication Date: 2020-03-24
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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  • Compound taking benzo[1,2-b:5,4-b']dibenzofuran as core, and applications thereof
  • Compound taking benzo[1,2-b:5,4-b']dibenzofuran as core, and applications thereof
  • Compound taking benzo[1,2-b:5,4-b']dibenzofuran as core, and applications thereof

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Experimental program
Comparison scheme
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 taking benzo[1,2-b:5,4-b']dibenzofuran as a core, and applications thereof. According to the invention, the compound contains a benzo[1,2-b:5,4-b']dibenzofuran structure, has strong rigidity, and has the characteristics of difficulty in crystallization and aggregation among molecules and good film-forming property after being linked to a five-membered ring fusedring or a six-membered ring fused ring or a seven-membered ring fused ring; based on different electron donating capacities of the branched chain structure of the compound, the HOMO energy levels of the material are different, so that the compound can be used as different functional layer materials; the compound has a high triplet state energy level, can effectively block energy loss, and is beneficial to energy transfer; and with the application of the compound as an organic electroluminescent functional layer material in an OLED device, the efficiency and the service life of the device 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 Applications(China)
IPC IPC(8): C07D493/04C07D519/00C09K11/06H01L51/54H10K99/00
CPCC07D519/00C07D493/04C09K11/06C09K2211/1088C09K2211/1029C09K2211/1033C09K2211/1092C09K2211/1044H10K85/6574H10K85/657H10K85/6572H10K50/11C07D491/04
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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