Condensed Cyclic Hole Transport Materials for Longer-Lived OLEDs

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Solution Overview

Problem

Current organic electroluminescence devices face challenges in achieving high emission efficiency and long device life, particularly in the development of materials for the hole transport layer that effectively manage exciton energy diffusion in the emission layer.

Innovation Solution

Incorporating a condensed cyclic compound represented by Formula 1, which includes a substituted or unsubstituted aryl group or heteroaryl group, into the organic electroluminescence device's hole transport region, enhancing hole transport properties and thermal stability, and improving electron tolerance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional hole transport materials are used in organic electroluminescence devices, then the device structure is simpler and manufacturing is easier, but the emission efficiency is low and device life is short due to poor exciton energy diffusion control

Engineering Contradiction:
Improveemission efficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent changes the molecular structure parameters of hole transport materials by introducing condensed cyclic compounds with specific formulas (Formula 1 and Formula 2), where the core structure includes fused aromatic rings with nitrogen atoms. This structural parameter change improves exciton energy diffusion control, leading to higher emission efficiency and longer device life while maintaining reasonable manufacturing complexity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material design by combining condensed cyclic core structures with various substituent groups (Ar1, Ar2, Ar3, R1, R2) to create optimized hole transport materials. These composite molecular structures integrate the benefits of rigid cyclic cores for stability with flexible substituents for tunable properties, achieving superior emission efficiency without excessive manufacturing complexity.

Inventive Principle:
Principle #40Composite materials

2Duration of action of stationary object

If conventional hole transport materials are used, then the manufacturing process is simpler, but the device life is short due to insufficient thermal stability and electron tolerance

Engineering Contradiction:
Improvedevice lifeVSAvoidmaterial synthesis difficulty
Core Design Contradiction:
Duration of action of stationary objectVSEase of manufacture

Solution Approach 1:

The patent modifies molecular parameters by using condensed cyclic structures with fused aromatic rings, which inherently provide higher thermal stability and electron tolerance. This structural parameter change extends device life and operational durability while the synthetic routes (described in examples) maintain practical manufacturability through established organic synthesis methods.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent performs preliminary structural optimization by designing molecules with pre-established condensed cyclic cores before device fabrication. This preliminary action ensures thermal stability and electron tolerance are built into the material structure, preventing degradation during device operation and extending device life without complicating the overall manufacturing process.

Inventive Principle:
Principle #10Preliminary action

3Reliability

If materials with high electron tolerance are used to improve device stability, then device life is extended, but driving voltage increases and emission efficiency decreases

Engineering Contradiction:
Improvedevice stabilityVSAvoiddriving voltage
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent optimizes molecular parameters by carefully selecting substituent groups (Ar1, Ar2, Ar3, R1, R2) attached to the condensed cyclic core. These parameter changes fine-tune the balance between electron tolerance (for stability) and charge transport properties (for low driving voltage). The specific formula structures enable high device stability while maintaining efficient charge transport and low operating voltages.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality differentiation by assigning specific functional roles to different parts of the molecular structure: the condensed cyclic core provides electron tolerance and stability, while the peripheral substituent groups optimize charge transport and energy level alignment. This local differentiation achieves both device stability and energy efficiency simultaneously.

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS11825744B2Organic electroluminescence device and condensed cyclic compound for organic electroluminescence device
Publication Date: 2023.11.21 SAMSUNG DISPLAY CO LTD
  • US11825744B2 patent drawing
  • US11825744B2 patent drawing
  • US11825744B2 patent drawing

AI summary

An organic electroluminescence device of an embodiment includes a first electrode and a second electrode facing each other, and at least one organic layer disposed between the first electrode and the second electrode, wherein at least one organic layer includes a condensed cyclic compound represented by Formula 1, thereby showing improved device efficiency and life.