Ambipolar Host Materials for OLEDs

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Solution Overview

Problem

Organic light-emitting diodes (OLEDs) face challenges including short operational lifespan, particularly with blue or green emissions, difficulties in dissolving compounds in common solvents for purification and processing, and low triplet energy leading to emission quenching and reduced efficiency, as well as limitations in achieving multilayer structures with polymer-based materials.

Innovation Solution

Development of organic molecules with a triarylamino-fluorene base structure incorporating polymerizable groups that allow for cross-linking, enabling solution-processing and forming insoluble networks, thus enhancing film-forming properties and thermal stability, and reducing material loss and layer complexity in OLEDs.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If polymer-based materials are used in OLEDs, then processability from solution is improved, but achieving multilayer structures becomes difficult due to solvent incompatibility

Engineering Contradiction:
Improveprocessability from solutionVSAvoidmultilayer structure
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent divides the polymer material into functionally distinct segments: cross-linkable groups for network formation, triplet energy transfer units for emission control, and hole transport units for charge transport. This segmentation allows each segment to perform its specific function while maintaining overall material compatibility for multilayer processing

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent changes the chemical parameters of the polymer by incorporating cross-linkable groups that react upon deposition to form insoluble networks. This parameter change (from soluble to cross-linkable) enables the material to maintain solution processability during fabrication while preventing solvent attack on underlying layers, thus enabling multilayer structures

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If conventional hole transport materials are used, then charge transport function is achieved, but triplet energy is low leading to emission quenching

Engineering Contradiction:
Improvecharge transport functionVSAvoidemission quenching
Core Design Contradiction:
Ease of operationVSLoss of energy

Solution Approach 1:

The patent creates a composite material by combining hole transport units (providing charge transport function) with triplet energy transfer units (preventing emission quenching) and cross-linkable groups (enabling network formation). This composite structure allows simultaneous achievement of charge transport and high triplet energy without emission quenching

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent implements local quality by placing triplet energy transfer units at specific positions within the polymer structure where they can locally interact with phosphorescent emitters. This local arrangement ensures that the triplet energy transfer function is performed precisely where needed, preventing quenching at the emitter-host interface while maintaining overall charge transport capability

Inventive Principle:
Principle #3Local quality

3Reliability

If small molecule OLEDs with multilayer structure are used, then charge separation and emission properties can be optimized, but manufacturing complexity and cost increase

Engineering Contradiction:
Improvecharge separation optimizationVSAvoidmanufacturing complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent creates a universal polymer material that can perform multiple functions: hole transport, charge separation, and emission (through triplet energy transfer to phosphorescent units). This multi-functionality allows a single material to replace what would traditionally require multiple separate layers in small molecule OLEDs, simplifying manufacturing while maintaining optimized charge separation and emission properties

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent merges multiple functional components (hole transport, charge separation, emission) into a single polymer material system. By combining these functions in one material that can be processed from solution and cross-linked, the patent eliminates the need for separate deposition steps and multiple layers, thereby reducing manufacturing complexity while maintaining the benefits of optimized charge separation and emission

Inventive Principle:
Principle #5Merging (Combining)

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 molecules improve the longevity and efficiency of OLEDs, particularly in blue and green phosphorescent devices, by maintaining triplet energy levels and allowing for cost-effective, solvent-based production of multilayer components with reduced material loss and layer requirements.

Implementation Method 1

The use of polymerizable groups, which are linked to the triarylamino-fluorene basic structure via a solubilizing compound, allows the film previously produced from solution to be converted into an insoluble network

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Data Source

PatentEP3235020B1Ambipolar host materials for optoelectronic elements
Publication Date: 2019.11.27 CYNORA
  • EP3235020B1 patent drawingFigure 1
  • EP3235020B1 patent drawingFigure 2
  • EP3235020B1 patent drawingFigure 3

AI summary

The invention relates to a molecule having a structure of formula 1 and to the use of said molecule, wherein Y = a covalent single bond or a bivalent bridge selected from O, S; S=O, SO2, Se, Se=O, SeO2, C(R3)2, C=NR3, C=C(R3)2, Si(R3)2, N(R3), P(R3), P(=O)R3, or B(R3); r = 0 to 8; R = identically or differently at each occurrence, hydrogen, deuterium, halogen, an alkyl group, an alkoxy group, an alkenyl group, or an aryl group or heteroaryl group having 5 to 40 ring atoms, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, or an aryloxy group or heteroaryloxy group having 5 to 40 aromatic ring atoms, or an aralkyl group or heteroaralkyl group having 5 to 40 aromatic ring atoms, or a combination of these systems; two or more substituents R can also form a mono- or polycyclic aliphatic ring system with each other, together with the atoms to which said substituents R are bonded; A = control residue according to subformula 2, with W = ring elements selected independently of each other from N, C-H, C-Ak, or C-Do; Ak = acceptor group; and Do = donor group.