Hole Injection Material with Deep LUMO for OLED Charge Balance

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Solution Overview

Problem

Current hole injection layers in organic electroluminescent devices face challenges in achieving deep LUMO energy levels, high stability, and efficient film formation, which are crucial for improving charge transport balance and device performance.

Innovation Solution

Development of novel compounds with a structure represented by Formula 1, which feature a deep LUMO energy level and can be used as single hole injection materials or p-type dopants in the hole injection layer, addressing the limitations of existing materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional hole injection layer materials are used, then device fabrication is simpler, but deep LUMO energy level and charge transport balance are insufficient

Engineering Contradiction:
Improvecharge transport balanceVSAvoidmaterial structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies the molecular structure of hole injection layer materials by introducing specific substituents (electron-withdrawing groups like CF3, F, CN, or electron-donating groups like tBu, OMe) to achieve deep LUMO energy levels. This parameter change in molecular structure directly improves charge transport balance while maintaining reasonable device complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategies by combining different functional units (radialene core with various substituents and heterocyclic rings) to create hole injection layer materials with optimized properties. These composite molecular structures achieve both deep LUMO energy levels and good film formation capability

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing hole injection materials are used, then device operation is simpler, but film formation efficiency and stability are insufficient

Engineering Contradiction:
Improvematerial stabilityVSAvoidfilm formation efficiency
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent optimizes material parameters by adjusting the LUMO energy level to be deeper (more negative) than conventional materials, which simultaneously improves both material stability and film formation efficiency. The specific substituent selection tunes the energy levels to achieve optimal performance

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional emitting materials are used, then device structure is simpler, but internal quantum efficiency is limited to 25%

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidemitting mechanism complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent transitions from fluorescent to phosphorescent emitting materials, changing the emission mechanism parameter to utilize triplet excitons through heavy metal complexes. This parameter change enables internal quantum efficiency to exceed 25% by harvesting both singlet and triplet excitons

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses composite emitting materials combining organic ligands with heavy metal complexes (Ir, Pt, Os) to achieve phosphorescence. This composite approach enables efficient triplet exciton utilization while maintaining controllable device structure

Inventive Principle:
Principle #40Composite materials

4Reliability

If phosphorescent emitters are used to achieve high efficiency, then internal quantum efficiency improves, but efficiency roll-off at high brightness occurs

Engineering Contradiction:
Improveemission efficiencyVSAvoidbrightness output
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent optimizes the phosphorescent emitter parameters by selecting appropriate heavy metal complexes and ligand structures to reduce efficiency roll-off. The molecular structure parameters are tuned to maintain high internal quantum efficiency even at high brightness conditions

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS12302753B2Organic electroluminescent materials and devices
Publication Date: 2025.05.13 BEIJING SUMMER SPROUT TECH CO LTD
  • US12302753B2 patent drawing
  • US12302753B2 patent drawing
  • US12302753B2 patent drawing

AI summary

Disclosed are a novel organic electroluminescent material and a device thereof. The organic electroluminescent material is a novel compound having the structure in Formula 1. The organic electroluminescent material has LUMO energy levels of different depths, can be used as a single hole injection material, and is also an excellent p-type dopant material, which is of great significance for the development of new high-performance hole injection materials. Also disclosed are an organic electroluminescent device comprising the novel compound and a compound composition comprising the novel compound.