Carbazolyl Tertiary Amine Light-Emitting Material

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Solution Overview

Problem

Existing organic light-emitting devices using tertiary amines with carbazolyl groups as light-emitting materials do not achieve satisfactory light emission characteristics, and there is a lack of investigation into their usefulness as light-emitting materials with electron withdrawing groups at the N-position.

Innovation Solution

A light-emitting material comprising a tertiary amine with a carbazolyl group having an N-position substituted with an electron withdrawing group, specifically represented by a general formula where at least one of the aryl groups is a carbazolyl group substituted with an electron withdrawing group, enhancing light emission efficiency through delayed fluorescent emission.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If a tertiary amine substituted with a carbazolyl group having an N-position substituted with an ethyl group and two substituted phenyl groups is used as a light-emitting material, then the device structure is established, but the light emission characteristics are not sufficiently satisfactory

Engineering Contradiction:
Improvelight emission characteristicsVSAvoidlight emission efficiency
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The invention changes the substituent at the N-position of the carbazolyl group from an ethyl group to a group containing an electron withdrawing group (such as cyano, nitro, or carbonyl groups). This parameter change in the molecular structure modifies the electronic properties of the light-emitting material, leading to improved light emission characteristics and higher external quantum efficiency while maintaining the device structure

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces electron withdrawing groups at specific positions (N-position of carbazolyl group) to locally modify the electronic distribution and energy levels of the molecule. This local modification optimizes the light emission properties without requiring complete structural redesign of the entire light-emitting material

Inventive Principle:
Principle #3Local quality

2Adaptability or versatility

If a tertiary amine substituted with an N-phenylcarbazolyl group is used as a hole transporting material or host material, then the material performs its designated function, but its usefulness as a light-emitting material is unknown

Engineering Contradiction:
Improveusefulness as light-emitting materialVSAvoidlight emission efficiency
Core Design Contradiction:
Adaptability or versatilityVSLoss of energy

Solution Approach 1:

The invention demonstrates that the tertiary amine compound with carbazolyl group can serve multiple functions: as a hole transporting material, as a host material, and as a light-emitting material. By optimizing the N-position substituent with electron withdrawing groups, the compound achieves high external quantum efficiency as a light-emitting material, thereby expanding its versatility across different device functions

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The invention modifies the electronic parameters of the carbazolyl derivative by introducing electron withdrawing groups at the N-position, which transforms the material's properties to enable efficient light emission. This parameter change allows the material to function effectively as a light-emitting material with high external quantum efficiency

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 compound achieves high light emission efficiency and is useful as a delayed fluorescent emitter, improving the performance of organic light-emitting devices by emitting delayed fluorescent light with increased efficiency.

Implementation Method 1

a light-emitting material containing a compound having a tertiary amine group, wherein a carbazolyl group having an N-position substituted with a group containing an electron withdrawing group is present as Ar1 to Ar3; The compound achieves high light emission efficiency and is useful as a delayed fluorescent emitter

Methodology Applied
Scientific EffectDelayed fluorescent emission: Fluorescence

Data Source

PatentUS10043981B2Light-emitting material, organic light-emitting device, and compound
Publication Date: 2018.08.07 KYULUX INC
  • US10043981B2 patent drawing
  • US10043981B2 patent drawing
  • US10043981B2 patent drawing

AI summary

A compound represented by the general formula (1) is useful as a light-emitting material. In the general formula (1), Ar1 to Ar3 each represent a substituted or unsubstituted aryl group, provided that at least one of Ar1 to Ar3 each represent a carbazolyl group having an N-position substituted with a group containing an electron withdrawing group.