Condensed Cyclic Compound for OLED Hole Transport

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Solution Overview

Problem

Current organic light-emitting devices face challenges in achieving high efficiency and long lifespan due to limitations in hole transport and thermal stability, particularly in the materials used for the hole transport region.

Innovation Solution

A condensed cyclic compound represented by Formula 1 is introduced, which includes a planar structure suitable for hole transfer and improved thermal stability, enhancing the hole mobility and reducing the driving voltage of organic light-emitting devices by optimizing the highest occupied molecular orbital (HOMO) energy level.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional materials are used in the hole transport region, then device structure is simple, but hole transport efficiency is insufficient and lifespan is limited

Engineering Contradiction:
Improvehole transport efficiencyVSAvoiddevice lifespan
Core Design Contradiction:
ProductivityVSDuration of action of stationary object

Solution Approach 1:

The patent modifies the chemical structure of hole transport materials by introducing a condensed cyclic core structure with specific substituents (Formula 1), changing molecular parameters such as HOMO energy level, planarity, and intermolecular packing. This structural parameter change simultaneously improves hole transport efficiency and thermal stability, thereby extending device lifespan without sacrificing productivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite molecular design by combining a condensed cyclic core structure with various functional substituents (electron-donating, electron-withdrawing groups, different aromatic rings). This composite approach creates materials that integrate multiple functions: efficient hole transport, improved thermal stability, and enhanced device lifespan, resolving the contradiction between performance and durability.

Inventive Principle:
Principle #40Composite materials

2Power

If materials with high hole mobility are used, then driving voltage is reduced, but thermal stability may be compromised

Engineering Contradiction:
Improvedriving voltageVSAvoidthermal stability
Core Design Contradiction:
PowerVSStability of the object's composition

Solution Approach 1:

The patent achieves simultaneous optimization by changing molecular parameters: the condensed cyclic core provides planarity and rigidity for high hole mobility (reducing driving voltage), while the specific substituent patterns and molecular weight range (Formula 1) enhance thermal stability. The HOMO energy level is tuned to -5.5 to -6.5 eV, which facilitates hole injection and transport while maintaining thermal resistance.

Inventive Principle:
Principle #35Parameter changes

3Power

If the HOMO energy level is optimized for better hole injection, then driving voltage decreases, but material stability may be affected

Engineering Contradiction:
Improvedriving voltageVSAvoidmaterial stability
Core Design Contradiction:
PowerVSReliability

Solution Approach 1:

The patent systematically adjusts the HOMO energy level parameter to -5.5 to -6.5 eV through controlled modification of the molecular structure in Formula 1. This parameter optimization enables efficient hole injection (lowering driving voltage) while the condensed cyclic framework and stable substituent groups maintain material reliability and resistance to degradation.

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 use of the condensed cyclic compound in the organic light-emitting device leads to improved hole transport and injection properties, resulting in lower driving voltage, higher efficiency, and extended lifespan.

Implementation Method 1

Holes provided from the first electrode may move toward the emission layer through the hole transport region... These carriers (holes and electrons) may recombine in the emission layer to produce excitons

Methodology Applied
Scientific EffectCharge carrier transport: Conduction (electrical)

Implementation Method 2

A condensed cyclic compound represented by Formula 1 is introduced, which includes a planar structure suitable for hole transfer and improved thermal stability

Methodology Applied
Scientific EffectThermal stability:

Implementation Method 3

These excitons may transition from an excited state to the ground state to thereby generate light

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS11594684B2Condensed-cyclic compound and organic light emitting device including the same
Publication Date: 2023.02.28 SAMSUNG DISPLAY CO LTD
  • US11594684B2 patent drawing
  • US11594684B2 patent drawing
  • US11594684B2 patent drawing

AI summary

An organic light-emitting device includes a condensed cyclic compound represented by Formula 1, where at least one of X4 to X11 is C(Rx), and Rx is a group represented by Formula 2:The condensed cyclic compound represented by Formula 1 has a planar conformation because of the single bond linking the 8 and 8′ positions of the spirobifluorene moiety. Accordingly, the condensed cyclic compound may provide the organic light-emitting device with suitable hole mobility and thermal stability.