Multiple-Resonance OLED Compound for High Color Purity

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Solution Overview

Problem

Existing compounds with a multiple resonance effect do not fully exploit the relationship between structure and luminescence characteristics, hindering the development of practical organic light-emitting devices with high luminous efficiency.

Innovation Solution

Development of a compound with a specific structure that includes nitrogen or boron atoms forming pyrrole rings and boron-containing rings, along with specific substituents and ring structures, to enhance luminescence characteristics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If compounds with multiple resonance effect are used, then light emission with narrow half width and high color purity is realized, but the relationship between structure and luminescence characteristics is not fully understood

Engineering Contradiction:
Improvecolor purityVSAvoidstructure-luminescence relationship understanding
Core Design Contradiction:
Illumination intensityVSLoss of information

Solution Approach 1:

The patent systematically varies structural parameters of compounds with multiple resonance effects, specifically modifying the positions and types of nitrogen and boron atoms, as well as substituent groups. This allows establishing structure-luminescence relationships while maintaining high color purity through controlled parameter changes.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific local structural features at different positions of the molecular framework, such as placing nitrogen atoms at specific ring positions and adding substituent groups at designated locations. This local differentiation enables optimization of luminescence characteristics while understanding the structure-property relationships.

Inventive Principle:
Principle #3Local quality

2Use of energy by moving object

If DABNA-1 and its derivatives are modified to adjust energy levels, then electroluminescence quantum efficiency is improved, but the structural complexity increases

Engineering Contradiction:
Improveelectroluminescence quantum efficiencyVSAvoidstructural complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent divides the molecular structure into distinct functional segments: the core multiple resonance framework, nitrogen-boron containing rings, and substituent groups. This segmentation allows independent optimization of energy levels through substituent modification while maintaining the core structural simplicity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates composite molecular structures by combining the DABNA-1 core framework with specific nitrogen-boron ring structures and substituent groups. This composite approach achieves improved electroluminescence quantum efficiency through synergistic effects while maintaining reasonable structural complexity through modular design.

Inventive Principle:
Principle #40Composite materials

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 compound exhibits excellent luminescence characteristics, improving the efficiency and performance of organic light-emitting devices.

Implementation Method 1

thermal activation-type delayed fluorescence is expressed by an inverse intersystem crossing process

Methodology Applied
Scientific EffectInverse intersystem crossing:

Implementation Method 2

thermal activation-type delayed fluorescence is expressed by an inverse intersystem crossing process

Methodology Applied
Scientific EffectDelayed fluorescence:

Implementation Method 3

a compound that exhibits a multiple resonance effect, such as 5,9-diphenyl-5H,9H-[1,4]benzazaborino[2,3,4-kl]phenazaborine (DABNA-1)

Methodology Applied
Scientific EffectMultiple resonance effect:

Data Source

PatentUS12484435B2Compound, light-emitting material and organic light-emitting element
Publication Date: 2025.11.25 KYULUX INC
  • US12484435B2 patent drawing
  • US12484435B2 patent drawing
  • US12484435B2 patent drawing

AI summary

A compound of the following structure has excellent luminescence characteristics. One of X1 and X2 is N and the other is B, and R1 to R26, A1, and A2 are H or substituents.