Deuterated Host Materials for OLED Lifetime and Efficiency

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Solution Overview

Problem

Current organic electroluminescent devices face challenges in increasing the lifetime, power efficiency, and color accuracy, particularly for blue-emitting devices, with existing host materials exhibiting poor sublimation stability and impurity sensitivity, which affects their performance and production efficiency.

Innovation Solution

Development of deuterated compounds with specific molecular structures that enhance sublimation stability, allowing for high-purity synthesis and improved thermal properties, along with modular synthetic accessibility, which are used as host materials in organic electroluminescent devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If conventional organic aromatic compounds are used as host materials, then the device can operate, but the lifetime is insufficient

Engineering Contradiction:
Improvedevice lifetimeVSAvoidmaterial stability
Core Design Contradiction:
Duration of action of stationary objectVSReliability

Solution Approach 1:

The patent applies parameter changes by substituting hydrogen atoms with deuterium atoms in the organic aromatic compounds. This isotopic substitution changes the physical and chemical parameters of the material, specifically increasing the C-D bond strength compared to C-H bonds. This parameter change leads to improved thermal stability and resistance to degradation, thereby extending device lifetime while maintaining reliability.

Inventive Principle:
Principle #35Parameter changes

2Use of energy by moving object

If conventional host materials are used, then the device can function, but power efficiency is insufficient especially at low current flow and low operating voltage

Engineering Contradiction:
Improvepower efficiencyVSAvoidenergy loss at low current
Core Design Contradiction:
Use of energy by moving objectVSLoss of energy

Solution Approach 1:

The deuterium substitution changes the vibrational frequencies and electronic structure of the host material, leading to improved energy utilization. The heavier deuterium atoms reduce non-radiative recombination losses and improve the efficiency of energy transfer from the emitter to the host material, particularly at low current densities where conventional materials suffer from high energy losses.

Inventive Principle:
Principle #35Parameter changes

3Measurement precision

If conventional materials are used for blue-emitting devices, then the device can emit blue light, but color accuracy is insufficient

Engineering Contradiction:
Improvecolor accuracyVSAvoidblue light emission quality
Core Design Contradiction:
Measurement precisionVSIllumination intensity

Solution Approach 1:

The deuterium substitution modifies the photophysical parameters of the host material, including HOMO-LUMO energy levels and vibrational spectra. These parameter changes result in improved color purity and accuracy for blue emission by reducing spectral broadening and improving the definition of the emission peak, while maintaining appropriate illumination intensity.

Inventive Principle:
Principle #35Parameter changes

4Manufacturing precision

If high purity materials are produced by sublimation, then device performance improves, but the process requires high sublimation stability

Engineering Contradiction:
Improvematerial purityVSAvoidsublimation stability
Core Design Contradiction:
Manufacturing precisionVSStability of the object's composition

Solution Approach 1:

The deuterium substitution significantly increases the thermal stability parameter of the organic compound. The stronger C-D bonds resist thermal decomposition at the high temperatures required for sublimation processes. This parameter change enables the material to maintain its chemical composition and structural integrity during sublimation, allowing for production of high-purity materials through vacuum sublimation without degradation.

Inventive Principle:
Principle #35Parameter changes

5Reliability

If deuterated compounds are synthesized, then improved performance is achieved, but synthetic accessibility must be maintained

Engineering Contradiction:
Improvedevice performanceVSAvoidsynthetic accessibility
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies segmentation by introducing deuterium atoms at specific positions in the molecular structure rather than throughout the entire molecule. This selective deuteration approach allows for improved performance in critical areas while maintaining synthetic accessibility. The segmented deuteration pattern also enables the use of commercially available deuterated building blocks in the synthesis process.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The deuterium substitution changes the synthetic parameters by utilizing deuterated starting materials or deuterated reagents that are increasingly available from commercial sources. This parameter change in the synthesis process allows for the production of deuterated compounds with improved device performance while maintaining feasibility through established synthetic methodologies and accessible materials.

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 deuterated compounds improve the sublimation stability and purity of organic electroluminescent devices, leading to increased lifetime, efficiency, and reduced operating voltage, while being economically and synthetically viable for mass production.

Implementation Method 1

the compounds must have high stability under the conditions prevailing during sublimation in order to obtain the compounds in high purity by sublimation

Methodology Applied
Scientific EffectSublimation: Sublimation

Data Source

PatentUS9517977B2Materials for electronic devices
Publication Date: 2016.12.13 MERCK PATENT GMBH
  • US9517977B2 patent drawing
  • US9517977B2 patent drawing
  • US9517977B2 patent drawing

AI summary

The present invention relates to compounds of the formula (I), to mixtures of the said compounds with emitter compounds, to the use of compounds of the formula (I) and the said mixtures in electronic devices, and to electronic devices containing one or more compounds of the formula (I) and/or mixtures of compounds of the formula (I) with emitter compounds.