Imidazopyrazine Compounds for OLED Charge Transport

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

There is a continuous need for improved electroluminescent compounds and films for organic electroluminescence (EL) devices that offer high fluorescent quantum yield, electron and hole mobility, chemical stability, and long device lifetime, which existing compounds have not adequately addressed.

Innovation Solution

The development of specific compounds, as defined by Formulas 1 through 8, which are synthesized using methods like oxidative cyclization and Suzuki coupling, and are characterized by specific molecular weights, HOMO and LUMO levels, and glass transition temperatures, are used to form layers in organic electroluminescent devices, potentially including metal quinolates like lithium quinolate, to enhance device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional electroluminescent compounds are used, then device structure is simple, but fluorescent quantum yield and charge transport capabilities are insufficient

Engineering Contradiction:
Improvefluorescent quantum yieldVSAvoidcompound structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite material design by combining imidazopyrazine core structures with various aromatic substituents (carbazole, fluorene, indole groups) to create compounds that simultaneously achieve high fluorescent quantum yield and excellent charge transport capabilities. The composite molecular structure integrates multiple functional moieties that work synergistically to resolve the contradiction between performance and structural complexity.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies molecular parameters including substituent types, positions, and configurations to optimize the balance between fluorescent quantum yield and charge transport. By adjusting parameters such as HOMO-LUMO energy levels, molecular weight, and glass transition temperature through different substituent combinations, the invention achieves high device performance while managing structural complexity.

Inventive Principle:
Principle #35Parameter changes

2Duration of action of stationary object

If existing compounds are used, then manufacturing process is simple, but device lifetime and chemical stability are insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidsynthesis complexity
Core Design Contradiction:
Duration of action of stationary objectVSEase of manufacture

Solution Approach 1:

The patent extracts and optimizes key stability-enhancing features from various known compound classes by focusing on the imidazopyrazine core with specific stabilizing substituents. This extraction approach allows the invention to achieve superior chemical stability and device lifetime while maintaining a manageable synthesis process through targeted molecular design rather than complex multi-step procedures.

Inventive Principle:
Principle #2Taking out (Extraction)

3Reliability

If conventional materials are used, then device fabrication is simple, but luminescence efficiency and charge transport are insufficient

Engineering Contradiction:
Improveluminescence efficiencyVSAvoidfilm formation precision
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent optimizes film formation precision by carefully controlling molecular parameters such as glass transition temperature, molecular weight, and substituent configurations. These parameter adjustments ensure that the compounds form uniform, stable films during vacuum deposition while achieving high luminescence efficiency, thereby resolving the contradiction between performance and manufacturing precision requirements.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP3313843B1Imidazopyrazine derived compounds for electronic devices
Publication Date: 2020.03.11 DOW GLOBAL TECHNOLOGIES LLC
  • EP3313843B1 patent drawing
  • EP3313843B1 patent drawing
  • EP3313843B1 patent drawing

AI summary

The invention provides a composition comprising at least one compound of Formula 1 through Formula 8, each as described herein. These compounds, containing an imidazopyrazine moiety, are useful in organic electroluminescence devices.