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A kind of material and application of deuterated anthracene spirofluorene ring ether as main body

A deuterated anthracene spirofluorene and host technology, applied in the field of electroluminescent materials, can solve the problems of short life, low luminous efficiency, poor thermal stability and the like, and achieve the effects of long service life, high luminous efficiency and low driving voltage

Active Publication Date: 2022-07-15
烟台九目化学股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the deficiencies in the prior art, the present invention provides a material based on deuterated anthracene spirofluorene ring ether and its application, which solves the defects of short life, poor thermal stability, and low luminous efficiency in existing luminescent materials.

Method used

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  • A kind of material and application of deuterated anthracene spirofluorene ring ether as main body
  • A kind of material and application of deuterated anthracene spirofluorene ring ether as main body
  • A kind of material and application of deuterated anthracene spirofluorene ring ether as main body

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preparation example Construction

[0075] Preparation and Evaluation of Organic Electroluminescent Devices

[0076] The following application cases 1 to 6 and comparative example 1 illustrate the application effect of the OLED material synthesized by the present invention on the device.

comparative example 1

[0079] The transparent anode electrode layer 2 (film thickness of 210nm, indium tin oxide) with the transparent substrate layer 1 is processed, firstly, photolithography and etching are performed to form the required regular transparent electrode layer, and then the glass transparent substrate layer 1 is processed. Washing is performed sequentially, namely, alkali washing, deionized water washing, acetone ultrasonic cleaning, ethanol ultrasonic cleaning, ultrapure water cleaning, drying, and then ultraviolet-ozone cleaning is performed on the transparent anode electrode layer 2 to ensure removal of organic organic matter on the surface of the transparent anode electrode layer 2. the remains. After the above washing treatment, the hole injection layer 3 was evaporated on the transparent anode electrode layer 2 of the transparent substrate layer 1, and the material of the structure A (molybdenum crucible, evaporation rate 0.1 nm / s, vacuum degree is about 4.0*10 -5 Pa), its fil...

specific application example 1

[0088] The difference between Application Case 1 and Comparative Case 1 is that the material used in the light-emitting layer 6 of the organic electroluminescent device is changed to the material (compound 5) prepared in Example 1 of the specific embodiment of the present invention.

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Abstract

The present invention relates to a material with deuterated anthracene spirofluorene ring inner ether as the main body, which is characterized in that the general structure of the material with deuterated anthracene spirofluorene ring inner ether as the main body is shown in [I]: The R substituent is D, an alkane chain between C1 and C80, an aryl group or a heteroaryl group and its derivatives; the main structure contains deuterated anthracene, spirofluorene, and a six-membered ring inner ether at the same time; the The 3 and 6 positions of spirofluorene are tert-butyl groups, and the 2-position of the six-membered ring ether is two methyl groups. Compared with the known compounds in commercial applications, the compounds provided by the present invention show better thermal stability, better color purity, high luminous efficiency, high external quantum efficiency, and driving voltage when applied to organic electroluminescent devices. Low advantages, especially long service life in comparison.

Description

technical field [0001] The invention relates to a material with deuterated anthracene spirofluorene ring ether as the main body and its application, and belongs to the technical field of electronic light-emitting materials. Background technique [0002] In 1965, Pope et al. first discovered the electroluminescence properties of single crystal anthracene, which laid the foundation for the electroluminescence of organic compounds, but it did not attract widespread attention until 1987, when Deng Qingyun et al. Organic electroluminescence technology developed rapidly after the emergence of a double-layer structure organic light-emitting device with a charge transport layer. Organic electroluminescent diodes are referred to as OLEDs. Compared with other existing mainstream light-emitting technologies, organic electroluminescent diodes have the advantages of fast response speed, full curing, light weight, thin thickness, wide viewing angle, low power consumption, low driving volt...

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/96C07D417/04C07D413/04C07D405/10C07D407/04C07D409/04C07D405/04C07D411/04C07D495/04C09K11/06H01L51/54
CPCC07D311/96C07D417/04C07D413/04C07D405/10C07D405/04C07D407/04C07D409/04C07D411/04C07D495/04C09K11/06C07B2200/05C09K2211/1088C09K2211/1011C09K2211/1037C09K2211/1033C09K2211/1029C09K2211/1014C09K2211/1044C09K2211/1059C09K2211/1092H10K85/622H10K85/615H10K85/624H10K85/636H10K85/654H10K85/657H10K85/6572H10K85/6576H10K85/6574H10K50/11
Inventor 柳佳欣李燕藏程大兴曲江磊
Owner 烟台九目化学股份有限公司