Boron-Nitrogen Polyaromatic Compounds for OLED Efficiency

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Solution Overview

Problem

Current organic light emitting devices (OLEDs) face challenges in achieving stability and efficiency, particularly for blue OLEDs, as existing materials are limited by their fluorescent nature, which restricts device efficiency to about 25% due to singlet excitation, and materials with small S1-T1 gaps may compromise stability and quantum efficiency.

Innovation Solution

The development of boron-nitrogen polyaromatic compounds with a fused aromatic ring system, optionally fused to additional aromatic rings and substituted with various groups, which can act as emitters, hosts, or charge transport materials, offering a small S1-T1 gap for improved electroluminescent efficiency and stability by enhancing resonance and triplet energy.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If fluorescent organic materials are used in OLEDs, then the device structure is simple and manufacturing is easier, but the device efficiency is limited to about 25% due to singlet excitation

Engineering Contradiction:
Improveease of manufactureVSAvoiddevice efficiency
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent changes the fundamental parameter of exciton utilization from singlet-only (fluorescent) to include both singlet and triplet excitons (phosphorescent), thereby breaking the 25% efficiency limit while maintaining OLED structure and manufacturing processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material systems combining organic phosphorescent emitters with heavy metal complexes (iridium, platinum) to achieve phosphorescence, enabling simultaneous utilization of singlet and triplet excitons for improved device efficiency

Inventive Principle:
Principle #40Composite materials

2Productivity

If materials with small S1-T1 gaps are used to improve electroluminescent efficiency, then thermal conversion of triplet to singlet excitons is enhanced, but stability may be compromised

Engineering Contradiction:
Improveelectroluminescent efficiencyVSAvoidstability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent optimizes the S1-T1 gap parameter to a specific range that balances two competing requirements: small enough to enable efficient thermal conversion of triplet to singlet excitons (improving efficiency), but not so small that it compromises material stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces deuterium substitution at specific positions in the organic molecule structure, creating local structural modifications that enhance stability without significantly affecting the overall S1-T1 gap and electroluminescent efficiency

Inventive Principle:
Principle #3Local quality

3Reliability

If deuterium substitution is introduced to improve stability, then photoluminescence and electroluminescence stability are enhanced, but the molecular structure becomes more complex

Engineering Contradiction:
ImprovestabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies deuterium substitution selectively at specific positions in the organic molecule rather than throughout the entire structure, thereby achieving stability enhancement through localized structural modification while minimizing overall molecular complexity

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent employs partial deuterium substitution (not complete deuteration of all positions), achieving sufficient stability improvement through selective deuteration at key positions while avoiding the complexity and cost of complete deuteration

Inventive Principle:
Principle #16Partial or excessive action

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

These compounds increase energy levels, stabilize charges, and lead to high stability and efficiency in OLEDs, potentially exceeding the theoretical limit for fluorescent OLEDs by enabling thermal conversion of triplet to singlet excitons, thus improving electroluminescent performance.

Implementation Method 1

enabling thermal conversion of triplet to singlet excitons

Methodology Applied
Scientific EffectThermal conversion:

Implementation Method 2

materials with small S1-T1 gaps may compromise stability and quantum efficiency

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 3

offering a small S1-T1 gap for improved electroluminescent efficiency and stability by enhancing resonance and triplet energy

Methodology Applied
Scientific EffectResonance: Resonance

Data Source

PatentUS9627631B2Organic electroluminescent materials and devices
Publication Date: 2017.04.18 UNIVERSAL DISPLAY CORP
  • US9627631B2 patent drawing
  • US9627631B2 patent drawing
  • US9627631B2 patent drawing

AI summary

Boron-nitrogen polyaromatic compounds having a fused aromatic ring system are provided, where the compounds include a [1,2]azaborino[1,2-a][1,2]azaborinewhich is optionally fused to one or more aromatic rings or fused aromatic rings; wherein the fused aromatic ring system is substituted by one or more substituents, R, that are not fused to the aromatic ring system, selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and wherein any two adjacent substituents, R, are optionally joined to form one or more non-aromatic rings. Devices, such as organic light emitting devices (OLEDs) that comprise light emitting materials are also provided.