Pyrimidine Derivative Electron Transport Layer for Organic EL

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Solution Overview

Problem

Existing organic electroluminescent (EL) devices face challenges in achieving high luminous efficiency, durability, and long lifetime due to insufficient electron injection/transport performance and hole blocking capabilities of current materials, particularly with materials like TAZ and BCP, which have low thermal stability and poor hole blocking properties.

Innovation Solution

A pyrimidine derivative with a specific ring structure is developed, exhibiting excellent electron injection and transport properties, high hole blocking capability, and stability, which is used as an electron transport layer, hole blocking layer, or luminous layer in organic EL devices, enhancing electron mobility and confining excitons for improved efficiency and durability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional electron transport materials like TAZ or BCP are used, then hole blocking capability is improved, but thermal stability deteriorates

Engineering Contradiction:
Improvehole blocking capabilityVSAvoidthermal stability
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent modifies the molecular structure of electron transport materials by introducing specific substituents (such as fluorine atoms, aromatic hydrocarbon groups, and heterocyclic groups) at defined positions on the pyrimidine ring. This structural parameter change enables the material to simultaneously achieve high hole blocking capability through increased work function and improved thermal stability through enhanced molecular rigidity and intermolecular interactions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite electron transport materials based on pyrimidine derivatives that integrate multiple functional groups with complementary properties. The core pyrimidine structure provides electron transport capability, while attached aromatic and heterocyclic groups contribute to thermal stability and hole blocking properties, creating a multifunctional composite material system.

Inventive Principle:
Principle #40Composite materials

2Productivity

If electron mobility is increased to improve charge recombination probability, then luminous efficiency is improved, but material complexity increases

Engineering Contradiction:
Improveluminous efficiencyVSAvoidmaterial structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent applies local quality modification by introducing specific functional groups at predetermined positions on the pyrimidine ring structure. For example, electron-withdrawing groups are placed at positions that enhance electron affinity and mobility locally, while maintaining overall molecular symmetry and simplicity. This localized optimization achieves high electron mobility without requiring complex overall molecular architecture.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent segments the electron transport material function into distinct modular components: the pyrimidine core provides the electron transport pathway, while attached aromatic and heterocyclic groups provide thermal stability and solubility. This segmentation allows each component to be optimized independently for its specific function while maintaining overall material simplicity.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentEP3156402B1Pyrimidine derivative and organic electroluminescent element
Publication Date: 2021.11.10 HODOGAYA CHEMICAL CO LTD
  • EP3156402B1 patent drawingFigure 1~3
  • EP3156402B1 patent drawingFigure 4~5
  • EP3156402B1 patent drawingFigure 6~7

AI summary

According to the present invention, there are provided a pyrimidine derivative represented by a general formula (1) indicated below, and an organic electroluminescent device comprising a pair of electrodes, and at least one organic layer sandwiched therebetween, wherein the pyrimidine derivative is used as a constituent material for the at least one organic layer. The pyrimidine derivative of the present invention is a material for a high efficiency, high durability organic electroluminescent device, is excellent in electron injection/transport performance, has hole blocking capability, and excels in characteristics.