Bipyridyl EL Compound for Low-Voltage Stable Emission Layers

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Solution Overview

Problem

Existing organic electroluminescent (EL) elements face challenges in achieving both high luminous efficiency and durable life, with compounds like bipyridine derivatives exhibiting issues such as excessive crystallinity, high driving voltage, and low film quality stability.

Innovation Solution

A compound represented by General Formula (1) is introduced, featuring a bipyridyl group with an unsubstituted arylene group of 6 to 20 carbon atoms, which enhances charge transporting properties, reduces driving voltage, and improves film stability, suitable for electron transporting, injection, and charge generation layers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If bipyridine derivatives with fluoranthene skeleton or specific aryl/heteroaryl groups are used, then luminous efficiency is improved, but driving voltage increases and durable life decreases

Engineering Contradiction:
Improveluminous efficiencyVSAvoiddurable life
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters of the bipyridine derivative by introducing a specific substituent pattern: aryl groups at positions 2 and 2' of the bipyridine ring, with each aryl group containing a heteroaryl group at its para position. This structural parameter change optimizes the balance between luminous efficiency and durable life, achieving both high performance and long element life by modifying molecular geometry and electronic properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining bipyridine core with aryl and heteroaryl groups. This composite approach integrates the benefits of different structural motifs: the bipyridine core provides electron transporting capability, while the aryl-heteroaryl substituents modulate crystallinity and film stability, resulting in a material that achieves both high luminous efficiency and extended durable life.

Inventive Principle:
Principle #40Composite materials

2Productivity

If bipyridine derivatives are used for electron transporting, then charge transporting properties are improved, but film quality stability deteriorates due to excessive crystallinity

Engineering Contradiction:
Improvecharge transporting propertiesVSAvoidfilm quality stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent modifies the molecular parameters by introducing bulky aryl groups with heteroaryl substituents at the para positions of the bipyridine core. This parameter change increases molecular volume and reduces planarity, thereby suppressing excessive crystallization while maintaining charge transporting properties through the bipyridine core's electronic structure.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The aryl groups with heteroaryl substituents act as intermediary structures that mediate between the charge transporting function of the bipyridine core and the film stability requirement. These intermediary groups provide steric hindrance that prevents excessive molecular packing and crystallization, while maintaining the electron transporting capability through their connection to the bipyridine core.

Inventive Principle:
Principle #24Intermediary (Mediator)

Data Source

PatentEP4559914B1Compound, light-emitting element, display device, and lighting device
Publication Date: 2026.03.18 TORAY INDUSTRIES INC
  • EP4559914B1 patent drawing
  • EP4559914B1 patent drawing
  • EP4559914B1 patent drawing

AI summary

The purpose of the present invention is to provide a light-emitting element having excellent luminous efficiency and durability. The present invention provides a compound which is represented by general formula (1). In general formula (1), R1, R2 and R5 to R8 are each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group and a substituted or unsubstituted heteroaryl group. R3 and R4 are each carbon atom having a substituent group. R3 and R4 may bond to each other. L is an unsubstituted arylene group having 6-20 carbon atoms.