N-Heterocycle Electroactive Materials for OLED Light Emission

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Solution Overview

Problem

There is a continuing need for electroactive materials in organic electronic devices, particularly for use in OLEDs, where existing materials may not fully meet the requirements for efficient light emission and charge transport.

Innovation Solution

A novel N-heterocycle compound with a specific substituent of Formula I is introduced, which can be used as a dopant or host material in organic electronic devices, enabling electroluminescence with an emission maximum between 380 and 750 nm, and is incorporated into the device structure to enhance light emission and charge transport properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If existing electroactive materials are used in OLEDs, then device structure and operation are maintained, but light emission efficiency and charge transport performance are insufficient

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidcharge transport efficiency
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent modifies the molecular structure of electroactive materials by introducing specific N-heterocycle cores with fused aromatic rings and nitrogen-containing substituents (Formula I). This structural parameter change optimizes both the HOMO-LUMO energy levels for efficient charge transport and the electroluminescence properties for enhanced light emission, simultaneously addressing both productivity and reliability requirements

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategies by combining the N-heterocycle core structure with various aromatic substituents (phenyl, naphthyl, carbazolyl groups) to create multifunctional electroactive materials that exhibit both superior charge transport capabilities and enhanced light emission efficiency, resolving the contradiction between the two performance parameters

Inventive Principle:
Principle #40Composite materials

2Device complexity

If simple organic molecules or conjugated polymers are used as light-emitting materials, then device complexity is reduced, but electroluminescence performance and charge transport are limited

Engineering Contradiction:
Improvematerial structure simplicityVSAvoidelectroluminescence efficiency
Core Design Contradiction:
Device complexityVSProductivity

Solution Approach 1:

The patent segments the electroactive material into distinct functional components: a fused ring N-heterocycle core (providing charge transport pathways) and aromatic substituents (providing electroluminescence centers). This segmentation allows each component to be optimized independently for its specific function while maintaining overall material simplicity and enhancing electroluminescence performance

Inventive Principle:
Principle #1Segmentation

3Productivity

If organometallic complexes are used to enhance light emission, then electroluminescence performance improves, but device complexity and manufacturing difficulty increase

Engineering Contradiction:
Improvelight emission intensityVSAvoidmaterial synthesis complexity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent replaces complex, expensive organometallic complexes with organic N-heterocycle compounds that can be synthesized through more accessible and cost-effective routes. The organic materials achieve comparable or superior electroluminescence performance without the manufacturing complexity and cost associated with metal-containing compounds, effectively substituting high-cost materials with more practical alternatives

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 N-heterocycle compound improves the light-emitting performance and charge transport efficiency in organic electronic devices, allowing for the creation of high-performance OLEDs with optimized electroluminescence characteristics.

Implementation Method 1

enabling electroluminescence with an emission maximum between 380 and 750 nm

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS9966542B2Electroactive materials
Publication Date: 2018.05.08 LG CHEM LTD
  • US9966542B2 patent drawing
  • US9966542B2 patent drawing

AI summary

There is disclosed a compound which is an N-heterocycle having at least one substituent of Formula 1:wherein: the N-heterocycle is a fused ring N-heterocycle having at least two fused aromatic rings with at least one ring N; Q1, Q2, Q4, and Q5 are the same or different and are selected from the group consisting of N and CR1; Q3 is C—CN; R1is the same or different at each occurrence and is selected from the group consisting of H, D, CN, hydrocarbon aryl, heteroaryl, deuterated hydrocarbon aryl, and deuterated heteroaryl; and * represents a point of attachment to N in the N-heterocycle; with the proviso that at least one of Q1, Q2, Q4, and Q5 is N.