Benzofuropyrimidine Organic Compounds for Light-Emitting Element Stability

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Solution Overview

Problem

Current light-emitting elements face challenges in achieving improved characteristics and reliability, particularly in terms of long lifetime and efficiency, due to the limitations of existing organic compounds used in the EL layer.

Innovation Solution

Development of novel organic compounds with benzofuropyrimidine or benzothienopyrimidine skeletons, specifically designed to enhance thermophysical properties and reliability by incorporating condensed rings that facilitate hole-transport properties and reduce impurities, leading to improved electrochemical stability and film quality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic compounds are used in the EL layer, then the light-emitting element can be manufactured with standard materials, but the element characteristics and reliability are insufficient

Engineering Contradiction:
Improveelement reliabilityVSAvoidmanufacturing simplicity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the molecular structure parameters of organic compounds by introducing specific skeleton structures (benzofuropyrimidine, benzothienopyrimidine) and substituent groups, thereby changing the electrochemical and thermophysical properties to improve element reliability while maintaining manufacturability through established synthesis routes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite organic compounds by combining multiple functional moieties (light-emitting groups, hole-transport groups, electron-transport groups) within a single molecular structure, achieving improved element characteristics through the synergistic effects of these integrated functional groups

Inventive Principle:
Principle #40Composite materials

2Duration of action of moving object

If existing organic compounds are used, then the material selection is straightforward, but the lifetime and efficiency of the light-emitting element are limited

Engineering Contradiction:
Improveelement lifetimeVSAvoidcompound structure complexity
Core Design Contradiction:
Duration of action of moving objectVSDevice complexity

Solution Approach 1:

The patent divides the organic compound into distinct functional segments (skeleton structure, substituent groups, transport groups) that can be independently optimized and combined, allowing systematic improvement of lifetime and efficiency while managing structural complexity through modular design

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces specific local structural features (condensed rings, heteroatoms, substituent positions) at critical locations within the molecule to enhance specific properties such as hole-transport capability and electrochemical stability, thereby extending element lifetime without requiring complete redesign of the entire molecular structure

Inventive Principle:
Principle #3Local quality

3Productivity

If standard organic compounds are used, then the synthesis process is simple, but the emission efficiency and performance are insufficient

Engineering Contradiction:
Improveemission efficiencyVSAvoidcompound structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent optimizes emission efficiency by adjusting molecular parameters including HOMO-LUMO energy levels, molecular planarity, and conjugation length through specific structural modifications, thereby enhancing electron-hole recombination efficiency and light emission while maintaining reasonable synthesis complexity

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 novel organic compounds result in highly efficient and reliable light-emitting elements with extended lifetimes and enhanced performance, achieving improved emission efficiency and stability through optimized structural design.

Implementation Method 1

improved electrochemical stability

Methodology Applied
Scientific EffectElectrochemical stability: Redox Reactions

Implementation Method 2

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

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 3

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

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS12043624B2Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
Publication Date: 2024.07.23 SEMICON ENERGY LAB CO LTD
  • US12043624B2 patent drawing
  • US12043624B2 patent drawing
  • US12043624B2 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. The organic compound has a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton and is represented by General Formula (G1). Note that in General Formula (G1), Q represents oxygen or sulfur; α represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms; n represents an integer of 0 to 4; A1 represents a group including an aryl group or a heteroaryl group and having 6 to 100 carbon atoms; R1 to R4 independently represent any one of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and A2 represents a condensed ring.