Thioxanthone Aromatic Amine Compounds for OLEDs

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Solution Overview

Problem

Current organic light emitting devices (OLEDs) face challenges in achieving high luminous efficiency and stability due to the limited use of thioxanthone-based small molecules as evaporation materials, which have not been extensively explored for their potential in improving the efficiency and stability of OLEDs.

Innovation Solution

Development of thioxanthone aromatic amine compounds with specific structural formulas, which offer single structure, determinate molecular weight, better solubility, and film-forming properties, are used in the light-emitting layers of OLEDs, allowing for adjustable conjugation length and light emission color, thereby enhancing the device's performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If thioxanthone-based small molecules are used as evaporation materials in OLEDs, then luminous efficiency and stability are improved, but the limited exploration of thioxanthone structures restricts performance optimization

Engineering Contradiction:
Improvedevice stabilityVSAvoidstructure variability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The thioxanthone core structure is segmented and combined with different aromatic amine units (carbazole, triphenylamine, dibenzofuran) to create a series of derivatives (P1-P44), allowing systematic exploration of structure-performance relationships while maintaining the stabilizing thioxanthone core

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

Composite molecular structures are designed by combining thioxanthone core with various aromatic amine moieties, creating hybrid molecules that exhibit both the high stability of thioxanthone and the diverse electronic properties of different amine units, enabling optimized luminous efficiency and carrier balance

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If conventional core structures (sulfur dibenzofuran, phosphorous oxide, triphenylamine) are used, then device fabrication is well-established, but luminous efficiency and carrier balance are limited

Engineering Contradiction:
Improvefabrication maturityVSAvoidluminous efficiency
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The sulfur atom in thioxanthone is utilized in different oxidation states (S0, S2+, S4+) to modulate electron affinity and LUMO energy levels, enabling efficient electron transport while maintaining ease of vacuum evaporation fabrication. This parameter tuning allows achieving high luminous efficiency with established manufacturing processes

Inventive Principle:
Principle #35Parameter changes

3Device complexity

If fluorescent and phosphorescent hybridization is used to achieve white-light device, then device structure is simplified, but efficiency depends heavily on fluorescent material performance

Engineering Contradiction:
Improvestructure simplicityVSAvoiddevice efficiency
Core Design Contradiction:
Device complexityVSProductivity

Solution Approach 1:

The thioxanthone aromatic amine compounds are designed to simultaneously serve multiple functions: as fluorescent emitters, as electron transport materials, and as host materials for phosphorescent dopants. This multi-functionality allows the same material class to excel in both fluorescent and phosphorescent devices, decoupling device efficiency from structural complexity

Inventive Principle:
Principle #6Universality (Multi-functionality)

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The use of thioxanthone aromatic amine compounds in OLEDs results in improved luminous efficiency, stability, and adjustable physical characteristics, leading to high-performance organic light emitting devices with optimized light-emitting properties.

Implementation Method 1

can use the valence state change of sulfur atom to further improve the balance carrier's ability of the material

Methodology Applied
Scientific EffectValence state change: Redox Reactions

Implementation Method 2

An organic light emitting diode (OLED) display device uses an organic light emitting device to emit light

Methodology Applied
Scientific EffectLight emission: Electroluminescence

Data Source

PatentUS9859509B2Thioxanthone aromatic amine compound and organic light emitting device using the same
Publication Date: 2018.01.02 TCL CHINA STAR OPTOELECTRONICS TECHNOLOGY CO LTD
  • US9859509B2 patent drawing
  • US9859509B2 patent drawing
  • US9859509B2 patent drawing

AI summary

The invention provides a thioxanthone aromatic amine compound and an organic light emitting device using the compound. The thioxanthone aromatic amine compound includes a compound expressed by formula (I) or formula (II):where Ar1 and Ar2 each are selected from ammonia compounds with structures respectively expressed by formula (III) to formula (VII), or hydrogen atom,thioxanthone aromatic amine compound of the invention has single structure, determinate molecular weight, and has better solubility and film-forming property, and also has low biochemical temperature and decomposition temperature, and stable film morphology.