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Organic photoelectric device containing fused heterocyclic compound and application thereof

A technology for optoelectronic devices and compounds, which is applied in the fields of electric solid-state devices, photovoltaic power generation, electrical components, etc., and can solve the problems of complex supporting equipment, complex structure of OLED devices, and great influence on device yield.

Pending Publication Date: 2018-11-27
YURUI SHANGHAI CHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the early OLED devices, the hole injection layer, the hole transport layer and the electron blocking layer were made of different compounds, which made the structure of the OLED device complicated, and the supporting equipment required to prepare such an OLED device also became complicated. Multiple preparation chambers are necessary, and at the same time, due to the separate production of multiple layers, it has a great impact on the yield of the device

Method used

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  • Organic photoelectric device containing fused heterocyclic compound and application thereof
  • Organic photoelectric device containing fused heterocyclic compound and application thereof
  • Organic photoelectric device containing fused heterocyclic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0131] Preparation of intermediate materials

[0132]

[0133] O-A-S5 (4g) and 4-bromo-2-chlorodibenzofuran (3g) were completely dissolved in 120ml tetrahydrofuran in a 250ml round bottom flask under a nitrogen atmosphere, then 80ml of 2M aqueous sodium carbonate was added, and then Tetrakis-(triphenylphosphine)palladium (0.2 g), and the mixture was heated and stirred for 8 hours. After cooling to room temperature, the aqueous layer was removed. Add 100 ml of dichloromethane, and wash twice with 30 ml of saturated brine. The dichloromethane layer was dried over anhydrous magnesium sulfate, and concentrated in vacuo. Then, petroleum ether:dichloro (20:1~1:1) was used as eluent to purify and separate on a silica gel column to obtain compound OO-A-S6 (yield 79%). MS(ESI):534.1(M+H)

[0134] Similar to the synthetic steps of OO-A-S6, the following intermediate materials can be obtained:

[0135]

[0136] OS-A-S6: MS (ESI): 550.1 (M+H)

[0137]

[0138] OO-C-S6: MS (...

Embodiment 1

[0145] Embodiment 1: the preparation of compound OO-A-36

[0146]

[0147] After S3 (5 g) and biphenylaniline (3 g) were completely dissolved in xylene (80 ml) in a 100 ml round bottom flask under a nitrogen atmosphere, sodium tert-butoxide (4 g), bis(tri-tert Butylphosphine)palladium (0.1g), the mixture was heated to reflux for 5-10 hours. After cooling down to room temperature, remove the salt by filtration, concentrate the solvent in vacuo, and use petroleum ether: dichloromethane (20:1 ~ 2:1) as eluent to purify and separate on a silica gel column to obtain OO-A-36 ( Yield 74%). HRMS(ESI):743.2684(M+H)

Embodiment 2

[0148] Embodiment 2: the preparation of compound OO-A-49

[0149]

[0150] The preparation steps of compound OO-A-49 are similar to Example 1. Yield 78%, HRMS (ESI): 757.2477 (M+H).

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Abstract

The invention provides an organic photoelectric device containing a fused heterocyclic compound and application thereof. The organic photoelectric device contains an organic light-emitting device (OLED), an organic field-effect transistor (OFET), an organic solar cell and the like. Especially, a hole injection layer, a hole transmission layer, an electron blocking layer or a light-emitting layer in the organic light-emitting device (OLED) contains the fused heterocyclic compound. The fused heterocyclic compound has good anode energy grade matching performance and high glass transition temperature and has very good heat and light stability; a triple-state energy grade is adopted to meet exciton binding requirements so that the organic light-emitting device (OLED) has the advantages of highefficiency, low operation voltage and long service life, and has a very good application prospect.

Description

technical field [0001] The invention belongs to the field of organic photoelectric technology, in particular to an organic photoelectric device containing a condensed heterocyclic compound and its application. Background technique [0002] Since mankind entered the information society of the 21st century, display devices, as an essential interface for human-computer interaction, have played a vital role. Information display devices have developed from the simplest light bulb switch to cathode ray tube (CRT) displays, until today's liquid crystal (LCD), plasma (PDP), field emission (FED) displays. However, with the improvement of people's viewing needs and visual enjoyment, the existing display technology cannot meet people's increasingly high requirements for display devices. Newer and more efficient luminescent materials are sought to prepare displays with higher performance and lower cost. Devices have become the pursuit of people. [0003] Among organic optoelectronic d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/50H01L51/54
CPCH10K85/624H10K85/626H10K85/615H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K85/40H10K50/15H10K50/00Y02E10/549Y02P70/50
Inventor 王子兴吴跃初赵晓宇
Owner YURUI SHANGHAI CHEM