Multiple Resonance Compound for Narrow Blue Emission

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Solution Overview

Problem

Existing methods for enhancing light emission efficiency in organic light-emitting devices, such as modifying the boron compound DABNA-1, fail to produce a material capable of emitting light in the blue region effectively due to expansion of the conjugated system, which shifts the emission wavelength to a longer range.

Innovation Solution

A specific substituent is introduced into a compound with a multiple resonance effect at a particular position, resulting in a derivative that emits light in a shorter wavelength range with improved emission characteristics, as represented by the general formula (1), which includes various structural variations and combinations of aryl and heteroaryl groups, allowing for the formation of cyclic structures and optimized light-emitting properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a substituent is inserted into DABNA-1 to improve emission quantum yield, then the emission quantum yield is improved, but the emission wavelength shifts to a longer wavelength range

Engineering Contradiction:
Improveemission quantum yieldVSAvoidemission wavelength
Core Design Contradiction:
ReliabilityVSLength of moving object

Solution Approach 1:

The patent applies local quality by introducing specific substituents at predetermined positions (R1-R11) on the DABNA-1 molecular structure. Each substituent position can be independently optimized to achieve desired emission properties without uniformly modifying the entire molecule, thus improving quantum yield while controlling wavelength shifts through localized structural changes

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent utilizes parameter changes by systematically varying the substituent groups (RA representing aryl or heteroaryl groups) and their positions on the DABNA-1 core structure. This allows independent optimization of emission quantum yield and wavelength by changing molecular parameters such as substituent type, position, and configuration

Inventive Principle:
Principle #35Parameter changes

2Reliability

If molecular modification is performed to improve light emission efficiency, then various physical data are improved, but the conjugated system expands causing emission wavelength to move toward longer wavelength range

Engineering Contradiction:
Improvelight emission efficiencyVSAvoidconjugated system length
Core Design Contradiction:
ReliabilityVSLength of moving object

Solution Approach 1:

The patent applies local quality by introducing specific substituents at predetermined positions (R1-R11) on the DABNA-1 molecular structure. Each substituent position can be independently optimized to achieve desired emission properties without uniformly modifying the entire molecule, thus improving quantum yield while controlling wavelength shifts through localized structural changes

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent utilizes parameter changes by systematically varying the substituent groups (RA representing aryl or heteroaryl groups) and their positions on the DABNA-1 core structure. This allows independent optimization of emission quantum yield and wavelength by changing molecular parameters such as substituent type, position, and configuration

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 compound achieves efficient light emission in the blue region with enhanced photoluminescence quantum yield and narrowed full-width at half-maximum, effectively addressing the limitations of previous approaches by shortening the emission wavelength and improving emission efficiency.

Implementation Method 1

by using a boron compound having a structure of 5,9-diphenyl-5H,9H[1,4]benzazaborino[2,3,4-kl]phenazaborine (DABNA-1), thermally activated delayed fluorescence (TADF) in a reverse intersystem crossing process can be expressed and light emission having a narrow full-width at half-maximum and a high color purity can be realized

Methodology Applied
Scientific EffectThermal activated delayed fluorescence (TADF): Fluorescence

Implementation Method 2

by promoting a fluorescence emission process and a reverse intersystem crossing process that contribute toward light emission, an electroluminescence quantum yield can be improved

Methodology Applied
Scientific EffectFluorescence emission: Fluorescence

Data Source

PatentUS20230051487A1Compound, light-emitting material, and organic light-emitting device
Publication Date: 2023.02.16 KYULUX INC
  • US20230051487A1 patent drawing
  • US20230051487A1 patent drawing
  • US20230051487A1 patent drawing

AI summary

A compound represented by the following general formula has excellent light-emitting characteristics and emits light at a short wavelength. Y1 is N—RA; Y2 is O, S, C═O or N—RA; RA is an aryl group, etc.; R1 to R11 each are a hydrogen atom or a substituent; at least one of R1 to R3 is a carbazolyl group substituted with an aryl group, etc.