Triarylamine Compounds for OLEDs with High Tg

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Solution Overview

Problem

There is a need for new materials in organic electronic devices that maintain high triplet energy while having a higher glass transition temperature (Tg) to prevent luminescence quenching and enable use in various environments, including outdoor applications.

Innovation Solution

The development of triarylamine compounds with specific structural formulas, which can be used as hole transport layers or hosts for electroluminescent materials, maintaining high triplet energy and having increased Tg, thus preventing luminescence quenching and enhancing device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic electroluminescent compounds are used, then the device can emit light, but the glass transition temperature is too low causing luminescence quenching

Engineering Contradiction:
Improveprevention of luminescence quenchingVSAvoidglass transition temperature
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent modifies the molecular structure of triarylamine compounds by introducing specific substituents (fluorine atoms at positions 2 and 6, and cyanide group at position 4) to change the physical and chemical parameters of the material. This structural modification increases the glass transition temperature from typical values (e.g., 84°C for TAPC) to above 100°C, thereby preventing luminescence quenching while maintaining high triplet energy states necessary for efficient electroluminescence

Inventive Principle:
Principle #35Parameter changes

2Reliability

If the glass transition temperature is increased to prevent luminescence quenching, then reliability improves, but the structural complexity of the compound increases

Engineering Contradiction:
Improveprevention of luminescence quenchingVSAvoidmolecular structural complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent creates a composite molecular structure by combining the triarylamine core with specific functional groups (fluorine substituents and cyanide group) to achieve desired properties. This composite approach allows the material to simultaneously exhibit high glass transition temperature, high triplet energy, and good charge transport properties, resolving the contradiction between reliability improvement and structural complexity

Inventive Principle:
Principle #40Composite materials

3Reliability

If high triplet energy is maintained for efficient light emission, then device performance is good, but the material has limited environmental adaptability

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidenvironmental adaptability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent changes the physical parameters of the triarylamine compound by introducing fluorine atoms and cyanide groups, which increase the glass transition temperature and broaden the operational temperature range. This allows the material to maintain high triplet energy for efficient light emission while also adapting to various environmental conditions including outdoor applications with temperature variations

Inventive Principle:
Principle #35Parameter changes

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 triarylamine compounds effectively maintain high triplet energy with increased Tg, improving the performance and environmental adaptability of organic light-emitting diodes (OLEDs) by reducing luminescence quenching and expanding their application scope.

Implementation Method 1

maintain high triplet energy while having a higher glass transition temperature (Tg) to prevent luminescence quenching

Methodology Applied
Scientific EffectTriplet energy:

Implementation Method 2

an organometallic dopant capable of electroluminescence having an emission maximum between 380 and 750 nm

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS8648333B2Triarylamine compounds for use in organic light-emitting diodes
Publication Date: 2014.02.11 LG CHEM LTD
  • US8648333B2 patent drawing
  • US8648333B2 patent drawing
  • US8648333B2 patent drawing

AI summary

This invention relates to triarylamine compounds that are useful in electronic applications. It also relates to electronic devices in which the active layer includes such a compound.