Multiple-Resonance OLED Compound for Structure-Luminescence Tuning

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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, limiting the development of practical organic light-emitting devices with high luminous efficiency.

Innovation Solution

A compound with a specific structure, represented by formula (1), is developed to enhance luminescence characteristics through specific bonding and substitution patterns, forming ring structures and incorporating boron-containing or nitrogen-containing rings, with substituents like aryl and heteroaryl groups, to promote fluorescence and delayed fluorescence.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If compounds with multiple resonance effect are used to achieve high luminous efficiency, then the luminous efficiency is improved, but the relationship between structure and luminescence characteristics is not fully understood

Engineering Contradiction:
Improveluminous efficiencyVSAvoidstructure-luminescence relationship knowledge
Core Design Contradiction:
Loss of energyVSLoss of information

Solution Approach 1:

The patent systematically varies structural parameters (substituents R1-R26, ring formations, heteroatom positions) to observe changes in luminescence characteristics. By changing molecular structure parameters and correlating them with emission properties, the invention establishes structure-luminescence relationships while maintaining high luminous efficiency through the multiple resonance effect.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures combining boron-containing rings, nitrogen-containing rings, and various substituent groups (aryl, heteroaryl, alkyl). These composite structures exploit the multiple resonance effect to achieve high luminous efficiency while the systematic combination of different structural elements provides comprehensive understanding of structure-luminescence relationships.

Inventive Principle:
Principle #40Composite materials

2Loss of energy

If DABNA-1 and its derivatives are used to improve electroluminescence quantum efficiency, then the quantum efficiency is improved, but many unknown points remain about structure-luminescence relationship

Engineering Contradiction:
Improveelectroluminescence quantum efficiencyVSAvoidstructure-luminescence relationship knowledge
Core Design Contradiction:
Loss of energyVSLoss of information

Solution Approach 1:

The patent divides the molecular structure into distinct functional segments: boron-containing rings (R7-R8), nitrogen-containing rings (R21-R22), substituent groups (R1-R6, R9-R12), and connecting linkages. By analyzing each segment's contribution to luminescence characteristics, the invention elucidates structure-luminescence relationships while maintaining high electroluminescence quantum efficiency through the multiple resonance effect.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent examines local structural features (specific positions of boron and nitrogen atoms, types of substituents at R1-R26, ring formation patterns) and correlates them with specific luminescence properties. This localized analysis reveals how different structural regions contribute differently to electroluminescence quantum efficiency and emission characteristics.

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

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: Phosphorescence

Implementation Method 3

a fluorescence radiation process or an inverse intersystem crossing process which contributes to light emission is promoted

Methodology Applied
Scientific EffectFluorescence radiation: Fluorescence

Implementation Method 4

when 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), is used

Methodology Applied
Scientific EffectMultiple resonance effect: Resonance

Data Source

PatentUS20260040809A1Compound, Light-emitting Material and Organic Light-emitting Element
Publication Date: 2026.02.05 KYULUX INC
  • US20260040809A1 patent drawing
  • US20260040809A1 patent drawing
  • US20260040809A1 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