Triazine Host Compound for Organic Optoelectronic Diode Stability

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Solution Overview

Problem

Existing organic optoelectronic diodes face challenges in achieving low driving voltage and high efficiency, particularly in large-size flat panel displays, due to limitations in hole and electron mobility and electrochemical stability of organic materials.

Innovation Solution

A compound represented by Chemical Formula 1, featuring a triazine core with dibenzofuran and/or dibenzothiophene rings as substituents, is used as a host material in organic optoelectronic diodes. This compound enhances electron mobility and allows for a low deposition temperature and high glass transition temperature, facilitating the development of high-efficiency diodes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic materials are used in organic optoelectronic diodes, then the device can be manufactured, but the hole and electron mobility are insufficient and electrochemical stability is poor

Engineering Contradiction:
Improveelectrochemical stabilityVSAvoidcharge carrier mobility
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent employs composite organic materials comprising specific host materials (compounds of Formula 1) doped with guest materials. The host material contains electron-transporting moieties (dibenzofuran, dibenzothiophene) combined with hole-transporting moieties, creating a composite structure that simultaneously enhances both electron and hole mobility while maintaining electrochemical stability. This composite approach resolves the contradiction by integrating multiple functional components into a unified material system.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies molecular parameters of the organic compounds, including substituting different aryl groups (Ph, Nap, Bph) at specific positions, adjusting the number and type of electron-transporting moieties, and modifying molecular weight and glass transition temperature. These parameter changes optimize the balance between charge carrier mobility and electrochemical stability, allowing tailoring of material properties to achieve both high mobility and stability simultaneously.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If high efficiency organic optoelectronic diodes are developed, then device performance improves, but driving voltage increases

Engineering Contradiction:
Improvedevice efficiencyVSAvoiddriving voltage
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent introduces local quality by incorporating specific functional moieties at strategic positions within the molecular structure. The host material contains electron-transporting moieties (dibenzofuran/dibenzothiophene with X=O or S) positioned to facilitate electron injection and transport, while maintaining appropriate HOMO/LUMO energy levels. This localized functional design enables efficient charge transport at lower driving voltages, resolving the contradiction between efficiency and energy consumption.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent optimizes energy level parameters (HOMO and LUMO levels) by varying molecular structure parameters. Compounds with different aryl substituents and heteroatom compositions exhibit tuned energy levels that facilitate lower driving voltage operation. By adjusting molecular weight, glass transition temperature, and substituent types, the patent achieves optimal energy level alignment between electrodes and organic layer, enabling high efficiency at reduced driving voltages.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If organic materials with high charge carrier mobility are used, then device efficiency increases, but electrochemical stability deteriorates

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoidelectrochemical stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent designs composite materials where the host material provides structural stability while guest materials enhance charge carrier mobility. The host contains rigid aromatic cores (triazine, carbazole, indolocarbazole) that provide electrochemical stability, combined with flexible side chains and electron-transporting moieties that facilitate charge transport. This composite architecture resolves the contradiction by separating structural stability functions from charge transport functions.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent adjusts molecular parameters including glass transition temperature (Tg), molecular weight, and substituent types to optimize the stability-mobility balance. By selecting aryl groups with appropriate rigidity and size, and controlling the number of electron-transporting moieties, the patent achieves materials with both high charge carrier mobility and excellent electrochemical stability. The systematic variation of molecular parameters allows fine-tuning of the stability-mobility trade-off.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS12225814B2Compound for organic optoelectronic diode, composition for organic optoelectronic diode, organic optoelectronic diode and display device
Publication Date: 2025.02.11 SAMSUNG SDI CO LTD
  • US12225814B2 patent drawing
  • US12225814B2 patent drawing
  • US12225814B2 patent drawing

AI summary

Provided are: a compound for an organic optoelectronic diode; a composition for an organic optoelectronic diode including the same; an organic optoelectronic diode including the composition for the organic optoelectronic diode as a host; and a display device including the organic optoelectronic diode.