Condensed-Cyclic Compound for OLED Thermal Stability and Efficiency

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Solution Overview

Problem

Current organic light-emitting devices face limitations in efficiency and lifespan due to challenges in achieving stable and efficient light emission characteristics, particularly in terms of delayed fluorescence and thermal stability.

Innovation Solution

Incorporation of a condensed-cyclic compound with a specific structural formula, which includes electron-donating and electron-withdrawing groups, enhancing the stability and emission properties by shielding the electron-withdrawing group and promoting reverse intersystem crossing, thereby improving the device's efficiency and lifespan.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional organic light-emitting devices are used, then device structure is simple, but efficiency and lifespan are limited

Engineering Contradiction:
Improveluminous efficiencyVSAvoidcompound structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent changes the molecular parameters of the organic compound by introducing a condensed-cyclic core structure with specific electron-donating and electron-withdrawing groups. This structural parameter change optimizes the HOMO-LUMO energy gap and improves charge transport properties, thereby enhancing luminous efficiency without significantly complicating the overall device structure

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material design by combining electron-donating groups (such as aromatic hydrocarbons) with electron-withdrawing groups (such as cyano or carbonyl groups) within the same molecular framework. This composite molecular structure creates favorable electronic distribution and energy levels, improving device efficiency while maintaining structural simplicity

Inventive Principle:
Principle #40Composite materials

2Temperature

If conventional organic compounds are used, then device structure is simple, but thermal stability is insufficient

Engineering Contradiction:
Improvethermal stabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
TemperatureVSDevice complexity

Solution Approach 1:

The patent changes the thermal stability parameter by introducing a condensed-cyclic core structure (such as dibenzofuran, dibenzothiophene, or carbazole) which provides rigid molecular framework and high thermal decomposition temperature. The fused ring structure reduces molecular flexibility and increases thermal resistance, enabling the device to maintain performance at elevated temperatures

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The condensed-cyclic core structures employed in the patent feature curved, fused ring geometries rather than flat planar structures. This curvature reduces π-π stacking and improves molecular packing, thereby enhancing thermal stability and morphological stability of the organic layer during device operation

Inventive Principle:
Principle #14Spheroidality (Curvature)

3Reliability

If conventional organic compounds are used, then synthesis is straightforward, but delayed fluorescence characteristics are poor

Engineering Contradiction:
Improvedelayed fluorescence emission characteristicsVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent optimizes the delayed fluorescence parameter by carefully selecting substituents with appropriate electron-donating or electron-withdrawing characteristics. The HOMO-LUMO energy gap is tuned through substituent selection to achieve optimal reverse intersystem crossing rates, improving delayed fluorescence emission characteristics while maintaining reasonable synthetic accessibility

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces heavy atom-containing substituents (such as bromine or iodine) as intermediaries to enhance spin-orbit coupling and facilitate triplet-singlet state transitions. This intermediary approach improves delayed fluorescence efficiency by mediating the reverse intersystem crossing process without requiring complete redesign of the molecular core structure

Inventive Principle:
Principle #24Intermediary (Mediator)

4Productivity

If conventional organic compounds are used, then synthesis is straightforward, but emission efficiency and color purity are limited

Engineering Contradiction:
Improveemission efficiencyVSAvoidsynthesis complexity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent changes the emission properties by selecting substituents that modify the HOMO-LUMO energy gap to achieve desired emission wavelengths. Electron-donating groups redshift emission while electron-withdrawing groups blueshift emission, allowing precise control of color purity and emission efficiency through systematic substituent selection on the condensed-cyclic core

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality modification by placing specific functional groups at particular positions on the condensed-cyclic core structure. The position and orientation of electron-donating or electron-withdrawing groups locally influence the electron density distribution and energy levels, thereby controlling emission characteristics without requiring complete molecular redesign

Inventive Principle:
Principle #3Local quality

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 use of the condensed-cyclic compound leads to increased thermal stability, high efficiency, and long lifespan of organic light-emitting devices by optimizing the energy levels and emission characteristics, resulting in improved luminous efficiency and color purity.

Implementation Method 1

promoting reverse intersystem crossing, thereby improving the device's efficiency and lifespan

Methodology Applied
Scientific EffectReverse intersystem crossing:

Implementation Method 2

having excellent delayed fluorescence emission characteristics

Methodology Applied
Scientific EffectDelayed fluorescence: Fluorescence

Data Source

PatentEP3712145A1Condensed cyclic compound and organic light-emitting device including such compound
Publication Date: 2020.09.23 SAMSUNG ELECTRONICS CO LTD
  • EP3712145A1 patent drawingFigure 1
  • EP3712145A1 patent drawing
  • EP3712145A1 patent drawing

AI summary

A condensed-cyclic compound represented by Formula 1, wherein Y11 is a group represented by Formulae 2-1 or 2-2: