Organic EL Compound Structure for Efficient, Long-Life Electron Transport

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Solution Overview

Problem

Existing organic EL devices face challenges in achieving high luminance efficiency and prolonged lifetime, with compounds like imidazophenanthroline, benzoacridine, and anthracene derivatives exhibiting issues such as thermal instability, high crystallinity, and reduced electron transport ability.

Innovation Solution

A compound represented by general formula (1) with specific aryl or heteroaryl groups, an imidazole skeleton, and a phenanthroline structure is used in electron transporting, charge generation, or electron injection layers to enhance electron transport ability and durability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If imidazophenanthroline derivatives substituted with specific aryl groups or heteroaryl groups are used, then luminance efficiency is improved, but service life is reduced

Engineering Contradiction:
Improveluminance efficiencyVSAvoidservice life
Core Design Contradiction:
Use of energy by moving objectVSDuration of action of stationary object

Solution Approach 1:

The patent uses composite materials by combining imidazophenanthrene core structure with benzoacridine skeleton and specific substituent groups (aryl groups, heteroaryl groups, and their combinations). This composite molecular structure achieves both high luminance efficiency and prolonged service life by integrating the beneficial properties of each structural component.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes molecular structure parameters by introducing specific substituent groups (aryl groups, heteroaryl groups) at defined positions on the imidazophenanthrene core. These parameter changes in molecular structure lead to improved electron transport ability and enhanced stability, resolving the contradiction between efficiency and durability.

Inventive Principle:
Principle #35Parameter changes

2Use of energy by moving object

If imidazophenanthrene derivatives having benzoacridine skeletons are used, then luminance efficiency is improved, but thermal stability is reduced

Engineering Contradiction:
Improveluminance efficiencyVSAvoidthermal stability
Core Design Contradiction:
Use of energy by moving objectVSStability of the object's composition

Solution Approach 1:

The patent applies local quality by introducing specific substituent groups (aryl groups, heteroaryl groups) at specific positions on the molecular structure. This localized modification enhances thermal stability at critical positions while maintaining the overall luminance efficiency provided by the core structure.

Inventive Principle:
Principle #3Local quality

3Reliability

If imidazole derivatives substituted with specific aryl groups and heteroaryl groups are used, then electron transport ability is improved, but service life is reduced

Engineering Contradiction:
Improveelectron transport abilityVSAvoidservice life
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent employs composite materials by integrating imidazole derivatives with specific aryl groups and heteroaryl groups in a unified molecular structure. This composite approach enhances electron transport ability while the specific combination of groups provides stability that extends service life.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP4656637A1Compound, and light-emitting element, display device, lighting device and photosensitizer each containing same
Publication Date: 2025.12.03 TORAY INDUSTRIES INC
  • EP4656637A1 patent drawing
  • EP4656637A1 patent drawing
  • EP4656637A1 patent drawing

AI summary

The main object of the present invention is to provide an organic EL element that has high luminance efficiency and long service life. It is a compound as represented by the general formula (1) given below: (In the general formula (1), R1 and R2 are each independently one selected from the group consisting of substituted or unsubstituted aryl groups and substituted or unsubstituted heteroaryl groups. R1 and R2 may be linked to each other to form a ring structure. R3 is one selected from the group consisting of substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, and substituted or unsubstituted heteroaryl groups. L denotes a substituted or unsubstituted arylene group or a substituted or unsubstituted heteroarylene group. A denotes a structure as represented by the general formula (2) or (3) given below.) (In the general formulae (2) and (3), R4 to R14 are each independently one selected from the group consisting of a hydrogen atom, substituted or unsubstituted alkyl groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryl groups, and substituted or unsubstituted heteroaryl groups. Here, at least one of R4 to R11 or R12 to R14 is bonded directly to L. R7 and R8 may be linked to each other to form a ring structure. X1 to X8 are each independently a carbon atom or a nitrogen atom. Here, at least either of X1 and X2 is a nitrogen atom, and at least one of X3 to X8 is a nitrogen atom.)