Condensed-Cyclic Hole Transport Material for OLED Thermal Stability

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Solution Overview

Problem

Current organic light-emitting devices (OLEDs) face challenges in maintaining high durability and efficiency due to limitations in heat resistance and hole transfer characteristics, particularly in the organic layer and between the organic layer and electrodes.

Innovation Solution

Incorporating a condensed-cyclic compound represented by Formula 1, which includes a condensed ring core, into the organic light-emitting device's structure, enhancing its glass transition temperature and melting point, and acting as a hole transport material with suitable energy levels and band-gap, thereby improving heat resistance and hole injection and transfer efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic materials are used in OLEDs, then device structure and operation are simpler, but heat resistance and durability are insufficient

Engineering Contradiction:
Improveheat resistance and durabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite material design by creating condensed-cyclic compounds that integrate multiple functional moieties (triazine rings, carbazole groups, dibenzodioxin structures) into a single molecular framework. This composite approach allows the material to simultaneously achieve high heat resistance, improved durability, and effective hole transport functionality that single-material systems cannot provide

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies parameter changes by systematically modifying molecular parameters including glass transition temperature (Tg > 100°C), melting point, HOMO/LUMO energy levels, and band-gap characteristics. These parameter optimizations enable the condensed-cyclic compounds to exhibit enhanced thermal stability and electrochemical performance, directly addressing the heat resistance and durability requirements

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional hole transport materials are used, then material selection is easier, but hole transfer efficiency and energy level matching are insufficient

Engineering Contradiction:
Improvehole transfer efficiencyVSAvoidenergy level optimization complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent applies local quality by introducing specific functional groups (triazine rings, carbazole moieties, dibenzodioxin structures) at strategic positions within the molecular framework. These localized functional elements provide specific interactions for hole transport and energy level tuning, enabling efficient charge transfer while maintaining overall molecular stability and facilitating device integration

Inventive Principle:
Principle #3Local quality

3Duration of action of stationary object

If organic layer materials have insufficient heat resistance, then device manufacturing is simpler, but device lifespan and operational stability deteriorate

Engineering Contradiction:
Improvedevice lifespanVSAvoidglass transition temperature
Core Design Contradiction:
Duration of action of stationary objectVSTemperature

Solution Approach 1:

The patent utilizes phase transition principles by designing compounds with controlled glass transition temperatures (Tg > 100°C) and melting points. The condensed-cyclic structures exhibit specific phase transition behaviors that enhance thermal stability during device operation and manufacturing, ensuring operational stability while maintaining processability through controlled transitions

Inventive Principle:
Principle #36Phase transitions

Data Source

PatentUS10361373B2Condensed-cyclic compound and organic light emitting device comprising the same
Publication Date: 2019.07.23 SAMSUNG DISPLAY CO LTD
  • US10361373B2 patent drawing
  • US10361373B2 patent drawing
  • US10361373B2 patent drawing

AI summary

The present disclosure provides a condensed-cyclic compound represented by Formula 1, in which one selected from R1 to R8 is a monoamine represented by Formula 2:The condensed-cyclic compound represented by Formula 1 may act as a hole transport material having a suitable energy level and band-gap. Further, the condensed-cyclic compound represented by Formula 1 has a fused core, and accordingly may have a high glass transition temperature (Tg), high melting point, and improved resistance to high temperatures. Therefore an organic light-emitting device including the condensed-cyclic compound represented by Formula 1 may retain high durability during storing and/or driving.