Triphenylene fused ring hosts for OLED energy stability

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Solution Overview

Problem

Current organic light emitting devices (OLEDs) face challenges in achieving high efficiency and stability, particularly in accommodating red, green, and blue phosphorescent dopants without energy quenching, and in balancing charge transport for improved device performance.

Innovation Solution

Compounds comprising a triphenylene moiety and benzo- or dibenzo-furan, benzo- or dibenzo-thiophene, or benzo- or dibenzo-selenophene moieties with fused substituents are used as hosts in OLEDs, which provide high triplet energy and efficient charge balance, accommodating various phosphorescent emitters and enhancing device stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional host materials are used in OLEDs, then device fabrication is simpler, but energy quenching occurs when accommodating red, green, and blue phosphorescent dopants

Engineering Contradiction:
Improveenergy stabilityVSAvoidhost material structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies the host material structure by incorporating triphenylene core with benzofuran, benzothiophene, or benzoselenophene moieties and fused ring substituents. This structural parameter change increases triplet energy levels to prevent energy quenching when accommodating red, green, and blue phosphorescent dopants with different energy requirements.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The host material combines multiple functional moieties (triphenylene core, benzofuran/benzothiophene/benzoselenophene units, and fused ring substituents) into a composite molecular structure. This composite approach allows simultaneous achievement of high triplet energy for energy stability and appropriate charge transport properties.

Inventive Principle:
Principle #40Composite materials

2Reliability

If host materials with high triplet energy are used to prevent energy quenching, then phosphorescent dopant accommodation improves, but charge transport balance deteriorates

Engineering Contradiction:
Improveenergy stabilityVSAvoidcharge transport balance
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The host material employs different substituents with specific local properties: electron-donating groups (alkyl, alkoxy, amino) and electron-withdrawing groups (cyano, carbonyl) are strategically placed on the triphenylene core. This local quality differentiation enables simultaneous optimization of charge transport balance and triplet energy levels for stable phosphorescent dopant accommodation.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent systematically varies substituent types, positions, and combinations on the host molecule to independently tune charge transport parameters while maintaining high triplet energy. This parameter optimization allows the host to simultaneously support balanced charge injection and prevent energy quenching.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If substituents are added to enhance charge transport, then device performance improves, but manufacturing complexity increases

Engineering Contradiction:
Improvedevice performanceVSAvoidsynthesis complexity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The host material is designed as modular segments: a triphenylene core unit, benzofuran/benzothiophene/benzoselenophene bridging units, and various substituent groups. This segmentation allows systematic assembly through well-established coupling reactions, improving manufacturability despite enhanced functionality.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The triphenylene-based host structure serves multiple functions simultaneously: providing high triplet energy for energy stability, enabling charge transport through substituted groups, and offering structural rigidity for device stability. This multi-functionality reduces the need for separate materials, simplifying the overall device architecture despite complex molecular structure.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentUS8968887B2Triphenylene-benzofuran/benzothiophene/benzoselenophene compounds with substituents joining to form fused rings
Publication Date: 2015.03.03 UNIVERSAL DISPLAY CORP
  • US8968887B2 patent drawing
  • US8968887B2 patent drawing
  • US8968887B2 patent drawing

AI summary

Compounds comprising a triphenylene moiety and a benzo- or dibenzo-moiety are provided. In particular, the benzo- or dibenzo-moiety has a fused substituent. These compounds may be used in organic light emitting devices, particularly in combination with yellow, orange and red emitters, to provide devices with improved properties.