Organic Compound Structure for OLED Luminescence Stability

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Solution Overview

Problem

Existing organic optoelectronic materials, particularly in OLEDs, face challenges with luminescence stability and device lifetime due to aggregation of organic molecules and poor structural stability of nitrogen-containing heteroaromatic rings, leading to nonradiative transitions and fluorescence quenching.

Innovation Solution

Development of an organic compound with a specific molecular structure (formula I) that includes various linkages and substituents, which can be used as a light-emitting layer material in OLEDs, providing enhanced luminescence stability and long device lifetime by modifying the spatial arrangement of electron-deficient groups.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Shape

If nitrogen-containing heteroaromatic rings are used as electron-deficient groups in organic optoelectronic materials, then good planarity is achieved, but structural stability deteriorates

Engineering Contradiction:
ImproveplanarityVSAvoidstructural stability
Core Design Contradiction:
ShapeVSStability of the object's composition

Solution Approach 1:

The patent divides the nitrogen-containing heteroaromatic ring structure into separate components: a carbonyl group (C=O) and a heteroaromatic ring system. This segmentation allows the planarity to be maintained through the conjugated system while the carbonyl group provides structural stability without the inherent instability of certain nitrogen-containing rings.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent extracts the nitrogen atoms from the heteroaromatic ring structure and replaces them with a carbonyl group. This extraction eliminates the structural instability associated with certain nitrogen-containing rings while preserving the electron-deficient character and planarity needed for optoelectronic performance.

Inventive Principle:
Principle #2Taking out (Extraction)

2Quantity of substance

If organic molecules aggregate in OLEDs, then material concentration is increased, but luminescence stability deteriorates due to nonradiative transitions and fluorescence quenching

Engineering Contradiction:
Improvematerial concentrationVSAvoidluminescence stability
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent introduces bulky substituents at specific positions around the core heteroaromatic structure. These local modifications create steric hindrance that prevents molecular aggregation while maintaining the overall material concentration. The local quality change (adding bulky groups) solves the global problem of luminescence stability without sacrificing the required material quantity.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent uses bulky substituent groups as intermediary elements between the core emitting molecules. These intermediaries prevent direct contact and aggregation between emitting molecules, thereby eliminating nonradiative transitions and fluorescence quenching while still allowing the material to function at appropriate concentrations.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of manufacture

If conventional organic optoelectronic materials are used, then device manufacturing is simplified, but device lifetime deteriorates

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoiddevice lifetime
Core Design Contradiction:
Ease of manufactureVSDuration of action of stationary object

Solution Approach 1:

The patent creates composite molecular structures combining a stable carbonyl-containing heteroaromatic core with various functional substituents. This composite approach integrates structural stability from the carbonyl group with the optoelectronic functionality needed for OLED operation, achieving both long device lifetime and compatibility with existing manufacturing processes.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS20240343715A1Organic compounds, mixtures and formulations comprising same, organic electronic devices, and applications of compounds
Publication Date: 2024.10.17 ZHEJIANG BRILLIANT OPTOELECTRONIC TECH CO LTD
  • US20240343715A1 patent drawing
  • US20240343715A1 patent drawing
  • US20240343715A1 patent drawing

AI summary

Disclosed are organic compounds including a structure of formula (I). Also provided are mixtures containing a first organic compound (H1) and a second organic compound (H2), the first organic compound (H1) includes at least one of the organic compound. Further provided are organic electronic devices containing the organic compounds or the mixtures. By means of device structure optimization, improved device performance can be achieved, specifically, a high-performance OLED device can be implemented, improved material and manufacturing technical options are provided for full-color display and lighting applications.