Benzonaphthofuran Organic Compounds for Light-Emitting Element Reliability

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Solution Overview

Problem

Current light-emitting elements face challenges in improving element characteristics and reliability, particularly in achieving high efficiency and stability in light emission, due to limitations in the statistical generation ratio of singlet and triplet excited states and the spectrum of light emitted.

Innovation Solution

Development of a novel organic compound with a benzonaphthofuran or benzonaphthothiophene structure, which suppresses the extension of conjugation and spin density distribution at the triplet excitation level, enhancing the reliability and efficiency of light-emitting elements by using these compounds in combination with phosphorescent materials in the light-emitting layer.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic compounds are used in light-emitting elements, then light emission can be achieved, but the element characteristics and reliability are limited due to statistical generation ratio constraints of singlet and triplet excited states

Engineering Contradiction:
Improveelement reliabilityVSAvoidlight emission efficiency
Core Design Contradiction:
ReliabilityVSPower

Solution Approach 1:

The patent changes the molecular structure parameters of organic compounds by introducing benzonaphthofuran or benzonaphthothiophene cores with specific substituent patterns. This structural modification alters the electronic properties, specifically suppressing conjugation extension and spin density distribution at triplet excitation levels, thereby improving both reliability and efficiency simultaneously

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategies by combining phosphorescent materials with the novel organic compounds in the light-emitting layer. This composite approach leverages the statistical generation of both singlet and triplet excited states, enabling efficient light emission while maintaining high reliability through the synergistic interaction of different material components

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If the conjugation is extended in organic compounds, then light emission spectrum can be adjusted, but the triplet excitation level stability decreases

Engineering Contradiction:
Improvelight emission spectrumVSAvoidtriplet excitation level stability
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent applies local quality control by strategically placing electron-withdrawing and electron-donating groups at specific positions around the benzonaphthofuran or benzonaphthothiophene core. This localized substitution allows independent optimization of different molecular properties: the core structure maintains triplet excitation stability while the substituents tune the light emission spectrum through controlled electronic effects

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 novel organic compounds improve the reliability and efficiency of light-emitting elements by maintaining high triplet excitation levels without lowering the reliability, leading to enhanced light emission efficiency and stability.

Implementation Method 1

Light emission from a triplet excited state is referred to as phosphorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

Light emission from a singlet excited state is referred to as fluorescence

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Data Source

PatentUS10741769B2Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
Publication Date: 2020.08.11 SEMICON ENERGY LAB CO LTD
  • US10741769B2 patent drawing
  • US10741769B2 patent drawing
  • US10741769B2 patent drawing

AI summary

A novel organic compound is provided. That is, a novel organic compound that is effective in improving the element characteristics and reliability is provided. An organic compound has a benzonaphthofuran skeleton and a triazine skeleton and is represented by General Formula (G1) below.(In the formula, Ar1, Ar2, and Ar3 separately represent a substituted or unsubstituted phenylene group, and each of m and n is independently 0 or 1. R1 and R2 separately represent hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted methylfluorenyl group, a substituted or unsubstituted dimethylfluorenyl group, a substituted or unsubstituted spirofluorenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthrenyl group. B1 to B3 separately represent nitrogen or carbon, and at least one of B1 to B3 represents nitrogen. In addition, A is represented by General Formula (G1-1). Any one of R3 to R12 is bonded to Ar1, and the others separately represent hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted methylfluorenyl group, a substituted or unsubstituted dimethylfluorenyl group, a substituted or unsubstituted spirofluorenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthrenyl group. Furthermore, Q represents S or O.)