Phenanthroline Electron Injection Layer for OLED Charge Transport

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Solution Overview

Problem

Existing organic electroluminescent devices lack sufficient electron injection and transport properties in their electron injection layers.

Innovation Solution

The use of a phenanthroline compound represented by formula (1) in an organic thin film, which acts as an n-type dopant and forms a coordinate bond with the cathode, enhancing electron injection and transport properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If an existing electron injection layer is used in organic electroluminescent devices, then the device structure is simple, but the electron injection properties and electron transport properties are insufficient

Engineering Contradiction:
Improveelectron injection propertiesVSAvoidlayer structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies the chemical composition and molecular structure parameters of the electron injection layer by introducing specific phenanthroline derivatives with tailored substituents (aromatic hydrocarbon groups, aromatic heterocyclic groups, and dialkylamino groups). These parameter changes in molecular structure directly improve electron injection and transport properties without adding structural complexity to the device architecture.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material design by combining phenanthroline core structures with various aromatic hydrocarbon groups and aromatic heterocyclic groups as substituents. This composite molecular structure achieves superior electron injection and transport properties while maintaining a simple single-layer device structure, resolving the contradiction between performance improvement and structural simplicity.

Inventive Principle:
Principle #40Composite materials

2Reliability

If an existing electron injection layer is used in organic electroluminescent devices, then the manufacturing process is simple, but the electron transport properties are insufficient

Engineering Contradiction:
Improveelectron transport propertiesVSAvoidmanufacturing process complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the chemical parameters of the electron injection layer material by incorporating phenanthroline derivatives with specific aromatic substituents. These material parameter changes enhance electron transport properties while the material can be deposited using conventional vacuum deposition or solution processing techniques, maintaining ease of manufacture without complex process modifications.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality improvement by designing phenanthroline molecules with specific functional groups (dialkylamino groups, aromatic hydrocarbon groups, aromatic heterocyclic groups) positioned at specific locations in the molecular structure. This local molecular design optimizes electron transport properties at the interface region between cathode and organic layer, while the overall manufacturing process remains simple and conventional.

Inventive Principle:
Principle #3Local quality

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The phenanthroline compound improves electron injection and transport properties, leading to improved durability and performance of organic electroluminescent devices and solar cells.

Implementation Method 1

the phenanthroline compound represented by formula (1) in an organic thin film, which acts as an n-type dopant and forms a coordinate bond with the cathode, enhancing electron injection and transport properties

Methodology Applied
Scientific EffectCoordinate bond formation: Chemical Bonding

Implementation Method 2

The use of a phenanthroline compound represented by formula (1) in an organic thin film, which acts as an n-type dopant and forms a coordinate bond with the cathode, enhancing electron injection and transport properties

Methodology Applied
Scientific EffectDoping: Dopants

Data Source

PatentUS20260040820A1Phenanthroline compound, and organic thin film and organic semiconductor element using same
Publication Date: 2026.02.05 NIPPON SHOKUBAI CO LTD
  • US20260040820A1 patent drawing
  • US20260040820A1 patent drawing
  • US20260040820A1 patent drawing

AI summary

The present invention provides a phenanthroline compound and an organic thin film including the phenanthroline compound each capable of providing excellent electron injection properties and electron transport properties when used in an electron injection layer of an organic electroluminescent device. The present invention relates to a phenanthroline compound represented by the following formula (1):wherein R1a to R1d each independently represent a hydrogen atom, an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent; R2a and R2b each independently represent a dialkylamino group optionally having a substituent, and the dialkylamino group optionally having a substituent may form a ring structure; R3a and R3b each independently represent a hydrogen atom, an aromatic hydrocarbon group optionally having a substituent, an aromatic heterocyclic group optionally having a substituent, —R4═R5-R6 (where R4 and R5 each represent CH or N and R6 represents a hydrogen atom, an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent), or —R7-R8 (where R7 represents CH2, NH, O, or S and R8 represents a hydrogen atom, an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent), or R3a and R3b are bonded to each other to form a fused ring structure; and at least one of R1a to R1d, R3a, and R3b is an aromatic hydrocarbon group optionally having a substituent or an aromatic heterocyclic group optionally having a substituent.