Aromatic Hole Transport Compounds for OLED Lifetime

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Solution Overview

Problem

Current organic electronic devices, particularly OLEDs, face challenges in improving performance metrics such as lifetime, efficiency, and operating voltage, with a need for materials with high glass transition temperature, low crystallization tendency, and high refractive index, especially for hole-transporting layers.

Innovation Solution

Development of specific aromatic compounds containing amino, bridged amino, and carbazole groups, which are used as hole transport materials and matrix materials in OLEDs, enhancing performance by offering high lifetime, efficiency, and low operating voltage while maintaining a low tendency to crystallization and high refractive index.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional hole transport materials and matrix materials are used in OLEDs, then the devices can be manufactured with standard materials, but the lifetime, efficiency, and operating voltage performance remain insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidoperating efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent modifies the molecular structure of hole transport materials and matrix materials by introducing specific aromatic compounds with amino, bridged amino, or carbazole groups. These structural parameter changes result in improved device lifetime and efficiency while maintaining manufacturability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategies by combining specific hole transport materials with matrix materials that have complementary properties. This composite approach enables simultaneous improvement of lifetime, efficiency, and operating voltage characteristics in OLED devices

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If materials with high glass transition temperature and low crystallization tendency are sought, then material stability improves, but material selection and synthesis complexity increases

Engineering Contradiction:
Improvematerial stabilityVSAvoidmaterial synthesis complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent systematically varies molecular parameters such as aromatic ring systems, substituent groups, and molecular weight to achieve the desired glass transition temperature and crystallization tendency. This parameter optimization approach balances material stability requirements with synthesis feasibility

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific functional groups and molecular motifs at localized positions within the material structure to achieve high glass transition temperature and low crystallization tendency without requiring complete structural redesign, thereby maintaining reasonable synthesis complexity

Inventive Principle:
Principle #3Local quality

3Productivity

If high refractive index materials are used, then light extraction efficiency improves, but material selection becomes more restrictive

Engineering Contradiction:
Improvelight extraction efficiencyVSAvoidmaterial selection flexibility
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent achieves high refractive index by modifying the molecular structure of aromatic compounds through strategic selection of ring systems and substituent groups. This approach provides sufficient material selection flexibility while achieving the required optical properties for improved light extraction efficiency

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS12071405B2Materials for electronic devices
Publication Date: 2024.08.27 MERCK PATENT GMBH
  • US12071405B2 patent drawing
  • US12071405B2 patent drawing
  • US12071405B2 patent drawing

AI summary

The present application relates to compounds of formula (I) containing a group selected from amino groups, bridged amino groups and carbazole groups, to processes for preparation thereof, and to the use thereof in electronic devices, and in particular OLEDs.