Pyrimidine Matrix for Efficient OLED Electron Injection

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Solution Overview

Problem

Conventional light-emitting devices face challenges with luminous efficiency, particularly when using phosphorescence-emitting compounds, due to high lowest unoccupied molecular orbital (LUMO) levels and low triplet excitation energies, which affect electron injection and emission efficiency across various wavelengths.

Innovation Solution

A composition comprising a compound with a pyrimidine ring structure and a phosphorescence-emitting compound is developed, optimizing the LUMO levels and triplet excitation energies to enhance luminous efficiency, especially in green to blue light emission.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If polyvinylcarbazole is used as the matrix, then a thin film can be formed easily, but the LUMO level is high resulting in difficult electron injection

Engineering Contradiction:
Improvethin film formationVSAvoidelectron injection
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent modifies the energy level parameters of the matrix material by introducing a pyrimidine ring structure with specific dihedral angles (30° or more). This structural modification changes the LUMO level to be lower than conventional polyvinylcarbazole, enabling easy electron injection while maintaining thin film formability through solution processing.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite light-emitting material system consisting of the pyrimidine-containing matrix compound combined with phosphorescence-emitting compounds. This composite approach allows the matrix to provide both the mechanical properties for thin film formation and the optimized electronic properties for electron injection, while the phosphorescence compound provides the light-emitting function.

Inventive Principle:
Principle #40Composite materials

2Power

If conjugated polymer such as polyfluorene is used as the matrix, then low drive voltage can be obtained, but the lowest triplet excitation energy is small making it unsuitable for short wavelength emission

Engineering Contradiction:
Improvedrive voltageVSAvoidtriplet excitation energy
Core Design Contradiction:
PowerVSUse of energy by moving object

Solution Approach 1:

The patent optimizes the triplet excitation energy parameter by incorporating the pyrimidine ring structure with specific dihedral angles (30° or more). This structural feature increases the triplet excitation energy to above 2.85 eV, enabling green to blue light emission, while the overall molecular structure maintains low drive voltage characteristics.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces the pyrimidine ring structure as a specific local structural motif within the matrix compound. This local structural feature with dihedral angles of 30° or more provides the necessary triplet excitation energy for short wavelength emission, while the rest of the molecular structure can be optimized for low drive voltage and thin film formation.

Inventive Principle:
Principle #3Local quality

3Productivity

If phosphorescence-emitting compound is used, then high luminous efficiency can be achieved, but the combination with conventional matrices results in suboptimal performance due to mismatched energy levels

Engineering Contradiction:
Improveluminous efficiencyVSAvoidenergy level matching
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent systematically optimizes the energy level parameters of the matrix compound by incorporating the pyrimidine ring structure. This achieves better energy level matching with phosphorescence-emitting compounds, facilitating efficient energy transfer and maximizing luminous efficiency. The triplet excitation energy is specifically tuned to be above 2.85 eV to match common phosphorescence emitters.

Inventive Principle:
Principle #35Parameter changes

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 composition achieves high luminous efficiency and easy electron injection, with improved light-emitting properties across the green to blue spectrum, while maintaining low drive voltage requirements.

Implementation Method 1

A light-emitting device comprising a compound that exhibits light emission from a triplet excited state (hereinafter, also referred to as a 'phosphorescence-emitting compound') used as a light-emitting material for a light-emitting layer therein

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentEP2116574B1Composition containing pyrimidine compound and luminescent element employing the composition
Publication Date: 2013.07.10 SUMITOMO CHEM CO LTD
  • EP2116574B1 patent drawing
  • EP2116574B1 patent drawing
  • EP2116574B1 patent drawing

AI summary

A composition which comprises a compound having a pyrimidine ring structure and a phosphorescent compound.