Organic OLED Compound Structure for Quenching-Resistant Delayed Fluorescence

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Solution Overview

Problem

Existing organic light emitting elements face issues with concentration quenching, reduced light emission efficiency, and short lifespan due to exciton accumulation and degradation, particularly in non-doped layers using delayed fluorescence materials.

Innovation Solution

The introduction of a heteraborin skeleton with a selenium or tellurium atom and bulky aryl group, along with a bulky donor type substituent, enhances the reverse intersystem crossing rate and suppresses concentration quenching, leading to improved roll-off characteristics and extended lifespan in non-doped elements.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If a light emitting material is used at high concentration in a non-doped layer, then the light emission intensity increases, but concentration quenching occurs and light emission efficiency decreases

Engineering Contradiction:
Improvelight emission intensityVSAvoidlight emission efficiency
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The patent changes the molecular structure parameters of the light emitting material by introducing a heteraborin skeleton with selenium or tellurium atoms and bulky aryl groups. This structural modification enables the material to maintain high light emission efficiency even at high concentrations by suppressing concentration quenching through the unique electronic properties and steric effects of the modified structure.

Inventive Principle:
Principle #35Parameter changes

2Loss of energy

If a donor acceptor type delayed fluorescence material is used, then the reverse intersystem crossing rate increases and light emission efficiency improves, but exciton accumulation occurs leading to roll-off and reduced lifespan

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidelement lifespan
Core Design Contradiction:
Loss of energyVSReliability

Solution Approach 1:

The patent modifies the molecular structure by introducing a heteraborin skeleton with selenium or tellurium atoms, which changes the electronic parameters of the material. This structural change enables efficient exciton management that prevents accumulation while maintaining high reverse intersystem crossing rates, thereby improving both light emission efficiency and element lifespan without the roll-off problem.

Inventive Principle:
Principle #35Parameter changes

3Speed

If a heavy atom such as bromine is introduced to increase the reverse intersystem crossing rate, then the reverse intersystem crossing rate increases, but light emission efficiency decreases

Engineering Contradiction:
Improvereverse intersystem crossing rateVSAvoidlight emission efficiency
Core Design Contradiction:
SpeedVSLoss of energy

Solution Approach 1:

Instead of using traditional heavy atoms like bromine, the patent employs a heteraborin skeleton with selenium or tellurium atoms integrated into the molecular framework. This structural modification achieves enhanced reverse intersystem crossing rates through the heavy atom effect while simultaneously maintaining high light emission efficiency by preserving the multiple resonance effect and optimizing the electronic structure, avoiding the efficiency loss associated with conventional heavy atom approaches.

Inventive Principle:
Principle #35Parameter changes

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 proposed organic compound achieves high light emission efficiency and longevity by maintaining a high reverse intersystem crossing rate while preventing concentration quenching, even in non-doped layers, thereby enhancing the performance of organic light emitting elements.

Implementation Method 1

A donor acceptor type delayed fluorescence material in an excited state causes reverse intersystem crossing from an excited triplet state to an excited singlet state, and then radiates fluorescence when returning from the excited singlet state to the ground state.

Methodology Applied
Scientific EffectReverse intersystem crossing:

Implementation Method 2

the organic EL element emits light when the excitons return to the ground state

Methodology Applied
Scientific EffectFluorescence emission: Fluorescence

Implementation Method 3

A delayed fluorescence material generally has a structure in which a donor moiety and an acceptor moiety are bound

Methodology Applied
Scientific EffectDelayed fluorescence:

Data Source

PatentUS20260059933A1Organic compound and organic light emitting element
Publication Date: 2026.02.26 CANON KK
  • US20260059933A1 patent drawing
  • US20260059933A1 patent drawing
  • US20260059933A1 patent drawing

AI summary

An organic compound is represented by formula (1-1) or (1-2) below,in formulas (1-1) and (1-2), D1 is a group represented by any one of formulas (2-1) to (2-5), and D2 is a hydrogen atom or a group represented by any one of formulas (2-1) to (2-5).