Benzo[b]fluorene Derivative for OLED Thermal Stability

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Solution Overview

Problem

Existing organic electroluminescent devices face challenges with quantum efficiency and operational lifespan due to thermal stress and imbalance in hole-electron charge balance, particularly when driven under high current, and current materials used in the hole transport layer do not adequately address these issues.

Innovation Solution

An organic electroluminescent compound with a substituent at the fifth carbon position of a benzo[b]fluorene structure is developed, which increases triplet energy and improves thermal stability, enhancing luminous efficiency and lifespan by reducing deposition temperature.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional hole transport materials (CuPc, NPB, TPD, MTDATA) are used, then hole transport efficiency is achieved, but thermal stress occurs under high current driving conditions reducing operational lifespan

Engineering Contradiction:
Improveoperational lifespanVSAvoidthermal stress
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent changes the molecular structure parameters of hole transport materials by introducing specific substituents (diarylamine, carbazole, triphenylamine groups) at the fifth carbon position of benzo[b]fluorene. This structural modification alters thermal properties, reducing thermal stress under high current conditions while maintaining hole transport efficiency, thereby extending operational lifespan

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining benzo[b]fluorene core with multiple functional groups (diarylamine, carbazole, triphenylamine). This composite approach achieves synergistic effects where the core provides structural stability and the substituents provide hole transport capability, resulting in materials that resist thermal stress while maintaining electrical performance

Inventive Principle:
Principle #40Composite materials

2Productivity

If organic materials with very high hole mobility are used in the hole injection layer, then hole injection efficiency is improved, but hole-electron charge balance is broken and quantum yield decreases

Engineering Contradiction:
Improvehole injection efficiencyVSAvoidquantum yield
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent applies local quality by placing specific functional groups (diarylamine, carbazole, triphenylamine) at the fifth carbon position of the benzo[b]fluorene structure. This localized substitution provides optimal hole mobility in specific regions while maintaining overall charge balance, preventing excessive hole injection that would disrupt quantum yield

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent modifies the hole mobility parameter by changing the molecular structure. The introduced substituents adjust the hole transport characteristics to achieve balanced charge transport, ensuring that hole injection efficiency is maintained without creating charge imbalance that would reduce quantum yield

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If substitution is performed at positions other than the fifth carbon position of benzo[b]fluorene, then structural variation is achieved, but triplet energy increase and thermal stability improvement are not optimized

Engineering Contradiction:
Improvethermal stabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent introduces asymmetry by specifically substituting at the fifth carbon position of the symmetric benzo[b]fluorene structure. This asymmetric substitution pattern creates optimal electronic distribution that maximizes triplet energy and thermal stability without requiring complex multi-position substitutions, thereby maintaining structural simplicity

Inventive Principle:
Principle #4Asymmetry

Data Source

PatentEP3452442B1Organic electroluminescent compound and organic electroluminescent device comprising the same
Publication Date: 2021.02.17 ROHM & HAAS ELECTRONICS MATERIALS KOREA LTD
  • EP3452442B1 patent drawing
  • EP3452442B1 patent drawing
  • EP3452442B1 patent drawing

AI summary

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By using the organic electroluminescent compound of the present disclosure, an organic electroluminescent device having excellent luminous properties can be produced.