A kind of organic electroluminescent material with xanthene spirothiaxanthene oxide as the core and its application

An electroluminescent material, spirothioxanthene technology, which is applied in the fields of luminescent materials, organic chemistry, circuits, etc., can solve the problems of quenching, low device performance, increasing the difficulty of high-efficiency TADF host materials, etc., to achieve enhanced stability, The effect of good optoelectronic properties and good industrialization prospects

Active Publication Date: 2019-08-06
VALIANT CO LTD
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In OLEDs devices, the TADF material is usually used as a guest and doped into the host as the light-emitting layer to overcome the low performance of the device due to concentration quenching.
Since TADF materials and their host materials are pure organic molecules, the high degree of similarity in molecular structure and properties can easily lead to the quenching effect between host and guest molecules, which further increases the difficulty of developing efficient TADF host materials.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of organic electroluminescent material with xanthene spirothiaxanthene oxide as the core and its application
  • A kind of organic electroluminescent material with xanthene spirothiaxanthene oxide as the core and its application
  • A kind of organic electroluminescent material with xanthene spirothiaxanthene oxide as the core and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1: the preparation of compound C03

[0030]

[0031] Under nitrogen protection, raw material A-1 (1.62g, 2.5mmol), raw material B-1 (1.41g, 5.5mmol), 80mL toluene and 20mL water were added to a 250mL three-necked flask, and then the catalyst tetrakis(triphenylphosphine ) palladium (0.029g, 0.025mmol), acid-binding agent potassium carbonate (1.04g, 7.5mmol). The temperature of the system was raised to reflux for 8 hours, and the temperature was naturally lowered to 20-25° C., the liquid was separated, the solvent was removed, and the crude product was crystallized with toluene to obtain 1.62 g of target C03 with a yield of 86.6%.

[0032] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 53 h 32 o 3 S, theoretical value 748.207, test value 748.206. Elemental analysis (C 53 h 32 o 3 S), theoretical value C: 85.00, H: 4.31, O: 6.41, S: 4.28, measured value C: 80.01, H: 4.30, O: 6.40, S: 4.29.

Embodiment 2

[0033] Embodiment 2: the preparation of compound C10

[0034]

[0035] The synthesis method refers to the preparation method of C03, and the total yield is 76.8%.

[0036] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 37 h 22 o 4 S, theoretical value 562.124, test value 562.123. Elemental analysis (C 37 h 22 o 4 S), theoretical value C: 78.99, H: 3.94, O: 11.37, S: 5.70, measured value C: 78.10, H: 3.93, O: 11.37, S: 5.70.

Embodiment 3

[0037] Embodiment 3: the preparation of compound C11

[0038]

[0039] The synthesis method refers to the preparation method of C03, and the total yield is 77.1%.

[0040] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 40 h 28 o 3 S, theoretical value 588.176, test value 588.177. Elemental analysis (C 40 h 28 o 3 S), theoretical value C: 81.61, H: 4.79, O: 8.15, S: 5.45, measured value C: 81.61, H: 4.79, O: 8.15, S: 5.45.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
current efficiencyaaaaaaaaaa
current efficiencyaaaaaaaaaa
Login to view more

Abstract

The present invention relates to an organic electroluminescent material with xanthene spirothiaxanthene oxide as the core and its application, which has a molecular structure as shown in formula I: Among them, Ar 1 、Ar 2 Independently represents any one of hydrogen, an aromatic group containing 6-60 carbon atoms or an aromatic amine group. The compound of the present invention uses xanthene spirothiaxanthene oxide as the parent nucleus, and the spiro ring structure has a high degree of steric effect, and the highly twisted configuration can effectively inhibit the possible existence between the guest, the host and the host and guest in the doped film. All the intermolecular interactions in order to suppress the quenching effect caused by the collision to the greatest extent. Linking the xanthene ring and the thiaxanthene oxide ring through the spiro carbon can effectively reduce the degree of conjugation between the xanthene ring and the thiaxanthene oxide ring, so that it has suitable HOMO and LUMO energy levels.

Description

technical field [0001] The invention relates to an organic electroluminescence material, in particular to an organic electroluminescence material with xanthene spirothiaxanthene oxide as a parent nucleus and an application thereof, belonging to the field of organic electroluminescence. Background technique [0002] Since 1987, Organic Light-Emitting Diodes (OLEDs for short) have gradually become the industry-recognized next-generation flat panel display technology. Traditional organic fluorescent materials can only use 25% of the singlet excitons formed by electrical excitation to emit light. The internal quantum efficiency of the device is low (up to 25%), and the external quantum efficiency is generally lower than 5%, which is far from the efficiency of phosphorescent devices. big gap. Although phosphorescent materials enhance intersystem crossing due to the strong spin-orbit coupling at the center of heavy atoms, the singlet and triplet excitons formed by electrical exci...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/10C09K11/06H01L51/54
CPCC09K11/06C07D495/10C09K2211/1092C09K2211/1088C09K2211/1029H10K85/624H10K85/653H10K85/655
Inventor 张成新高自良盛磊胡葆华李韶涛李健
Owner VALIANT CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap