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Organic electroluminescence material with phenoxazine/thenoxazin type derivative and organic luminescent device

An electroluminescent material and phenoxazine technology, which is applied in the manufacturing of luminescent materials, electro-solid devices, semiconductor/solid-state devices, etc., can solve the problems of reduced luminous efficiency and inability to improve

Inactive Publication Date: 2017-11-03
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since the triplet deactivation dominates in the high-brightness region, the decrease in luminous efficiency cannot be improved under the conditions of the currently applied hole-transport materials.

Method used

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  • Organic electroluminescence material with phenoxazine/thenoxazin type derivative and organic luminescent device
  • Organic electroluminescence material with phenoxazine/thenoxazin type derivative and organic luminescent device
  • Organic electroluminescence material with phenoxazine/thenoxazin type derivative and organic luminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Embodiment 1: 1 synthesis of compound

[0042]

[0043] Step1. Dissolve 100 mmol of phloroglucinol and 100 mmol of o-fluoronitrobenzene in DMF, add 3 equivalents of potassium tert-butoxide, and 0.05 equivalents of phase transfer catalyst at 100°C for 6 hours. After the reaction was completed, the reaction solution was poured into water, filtered to obtain a filter cake, and the crude product was passed through a silica gel column to obtain 84 mmol of product 1-1.

[0044]Step2. Add 84 mmol of compound 1-1, solvent o-dichlorobenzene, 5 equivalents of triethyl sulfite, replace argon three times, raise the temperature to 165°C for 12 hours, and the reaction takes about 15 hours. The reaction solution was cooled to room temperature, and dichloromethane was added under stirring to dissolve all the product. The organic phase was washed with deionized water, distilled under pressure at 150 degrees Celsius, and concentrated to dryness to obtain a yellow oily viscous liquid. ...

Embodiment 2

[0046] Embodiment 2: 2 synthesis of compound

[0047] The synthetic method is the same as in Example 1, and the phloroglucinol in Step1. is replaced with phloroglucinol.

Embodiment 3

[0048] Embodiment 3: 3 synthesis of compound

[0049]

[0050] Step1. Dissolve 100 mmol of phloroglucinol and 100 mmol of o-fluoronitrobenzene in DMF, add 3 equivalents of potassium tert-butoxide, and 0.05 equivalents of phase transfer catalyst at 100°C for 6 hours. After the reaction was completed, the reaction solution was poured into water, filtered to obtain a filter cake, and the crude product was passed through a silica gel column to obtain 84 mmol of product 1-1.

[0051] Step2. Add 84 mmol of compound 1-1, solvent o-dichlorobenzene, 5 equivalents of triethyl sulfite, replace argon three times, raise the temperature to 165°C for 12 hours, and the reaction takes about 15 hours. The reaction solution was cooled to room temperature, and dichloromethane was added under stirring to dissolve all the product. The organic phase was washed with deionized water, distilled under pressure at 150 degrees Celsius, and concentrated to dryness to obtain a yellow oily viscous liquid....

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Abstract

The invention provides an organic electroluminescence material with a phenoxazine / thenoxazin type derivative and an organic luminescent device, belongs to the technical field of organic photoelectric materials, and aims to solve the technical problems that in the prior art an organic photoelectric material is poor in light emission property such as low light emission efficiency, relatively high driving voltage and short service life. Compared with the prior art, the organic electroluminescence material based on the phenoxazine / thenoxazin type derivative, which is provided by the invention, has driving voltage of 3.8V at least and light emission efficiency as high as 18.8cd / A, and is an excellent OLED material.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic electroluminescence material containing phenoxazine / thiaxazine derivatives and an organic light-emitting device thereof. Background technique [0002] An organic electroluminescent device is composed of a light emitting layer and a pair of electrodes on both sides of the light emitting layer. When an electric field is applied between the two electrodes, electrons are injected from the negative electrode and holes are injected from the positive electrode. In the light-emitting layer, the electrons and holes recombine to form an excited state, and the energy generated when the excited state returns to the ground state emits light. [0003] Organic electroluminescent materials have been developed for quite a long time, and fluorescent materials, as the first generation of light-emitting materials, are often used in the light-emitting layer. In add...

Claims

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Application Information

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IPC IPC(8): C07D498/14C07D513/14C07F9/6561C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D498/14C07D513/14C07F9/6561C09K2211/1037C09K2211/1033C09K2211/1029C09K2211/1011C09K2211/1007H10K85/657H10K50/00
Inventor 孙可一蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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