Eu(II) Coordination Compound for Stable Deep Blue OLED Emission

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Solution Overview

Problem

Existing blue-emitting metal-organic compounds for OLEDs suffer from low chemical stability, unsuitable for mass production due to charge-separated states and thermal decomposition during processing, and inefficient solution processing with polar solvents.

Innovation Solution

A metal-organic coordination compound with a polycyclic organic ligand that matches the size of the Eu(II) cation, featuring asymmetrical rings and hard donor atoms, allowing high triplet energy and low dipole moment, enabling stable blue emission and processing through thermal evaporation or solution coating.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If blue-emitting metal-organic compounds are used for OLEDs, then deep blue emission is achieved, but chemical stability is low due to charge-separated states

Engineering Contradiction:
Improveemission colorVSAvoidchemical stability
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent changes the oxidation state parameter of the europium ion from the conventional +3 to +2, which fundamentally alters the electronic configuration and eliminates charge-separated states. This parameter change transforms the emission mechanism while improving chemical stability, allowing deep blue emission without the degradation issues of prior art compounds

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite coordination compound combining Eu(II) center with specific organic ligands (containing N and O donors) and counterions. This composite structure achieves both deep blue emission and high stability by distributing charges across the entire complex rather than forming localized charge-separated states

Inventive Principle:
Principle #40Composite materials

2Productivity

If thermal evaporation or sublimation is used for mass production, then manufacturing efficiency is improved, but thermal decomposition occurs

Engineering Contradiction:
Improvemass production capabilityVSAvoidthermal stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the thermal stability parameter by using Eu(II) instead of Eu(III), which has different bonding characteristics and higher resistance to thermal decomposition. This allows the material to withstand the high temperatures of thermal evaporation and sublimation processes without decomposing, enabling industrial-scale manufacturing

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The composite coordination compound structure with specific ligands and counterions creates a thermally robust material that maintains structural integrity at high temperatures, enabling vacuum thermal evaporation and sublimation processing

Inventive Principle:
Principle #40Composite materials

3Quantity of substance

If polar solvents are used for solution processing, then solubility is improved, but processing efficiency is low

Engineering Contradiction:
ImprovesolubilityVSAvoidprocessing efficiency
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The patent changes the solubility parameter by introducing specific hydrophobic substituents (alkyl, aryl, heteroaryl groups) on the ligand framework. This modification enables the compound to dissolve in non-polar or weakly polar solvents, facilitating efficient solution processing while maintaining deep blue emission properties

Inventive Principle:
Principle #35Parameter changes

4Reliability

If divalent Europium is used, then emission stability is improved, but excited state lifetime is too long for display applications

Engineering Contradiction:
Improveemission stabilityVSAvoidexcited state lifetime
Core Design Contradiction:
ReliabilityVSDuration of action of moving object

Solution Approach 1:

The patent changes the ligand field strength parameter by selecting specific N and O donor ligands with appropriate field strengths. This optimization creates a balance where the excited state lifetime is shortened to be suitable for display refresh rates while maintaining the emission stability provided by the Eu(II) configuration

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 compound achieves high efficiency and stability for deep blue emission in OLEDs, suitable for mass production with low thermal decomposition and solvent compatibility, ensuring long operational lifetimes and high emission quantum yield.

Implementation Method 1

The visible optical transitions of most lanthanides occur within the same orbital; they are of f-f type. As such, f-f transitions do not involve a change of the symmetry of the involved orbitals, which makes them quantum mechanically (parity) forbidden, resulting in a comparably long excited state lifetime of around one millisecond.

Methodology Applied
Scientific Effectf-f transitions: Luminescence

Implementation Method 2

forming a layer of the coordination compound, or of the mixtures according to the invention, wherein the layer is deposited from a gas phase, preferably using an evaporation and/or sublimation and/or carrier gas process

Methodology Applied
Scientific EffectThermal evaporation: Evaporation

Implementation Method 3

forming a layer of the coordination compound, or of the mixtures according to the invention, wherein the layer is deposited from a gas phase, preferably using an evaporation and/or sublimation and/or carrier gas process

Methodology Applied
Scientific EffectSublimation: Sublimation

Data Source

PatentEP4467551B1Metal-organic coordination compound and method for producing the same
Publication Date: 2026.02.25 BEEOLED GMBH
  • EP4467551B1 patent drawingFigure 1
  • EP4467551B1 patent drawingFigure 1
  • EP4467551B1 patent drawingFigure 1

AI summary

A metal-organic coordination compound, wherein the coordination compound comprises one lanthanide ion coordinated by a polycyclic organic ligand having the formula (1-1) or (1-2) with • L0, L1, L2 being independently each a divalent organic group formed by removing two hydrogen atoms from an organic molecule containing at least two hydrogen atoms, with • the shortest sequence of atoms in L1, and L2 each linking the two nitrogen atoms adjacent to L1, and L2 being each 4 to 6, preferably each 5 carbon atoms long, with one non-terminal carbon atom of these being replaced by B, N, P, S or O, preferably N or O, and with • R independently in each occurrence representing hydrogen, deuterium, halogen, or a monovalent organic group formed by removing a hydrogen atom from an organic molecule containing at least one hydrogen atom, and herein any two beta- or gamma-positioned R can be linked to each other to form a ring structure.