Carbazole Host Material for OLEDs Preventing Excitation Energy Quenching

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Solution Overview

Problem

Current light-emitting elements using compounds with anthracene skeletons face issues with excitation energy quenching and low emission efficiency, particularly when used with phosphorescent substances, and require improved reliability and efficiency, especially for blue fluorescent substances.

Innovation Solution

A novel carbazole compound with a wide band gap, high T1 level, and excellent carrier-transport properties is developed, represented by General Formula (G1), which can be used as a host material in light-emitting layers to enhance emission efficiency and lifetime, and is synthesized through various coupling reactions involving halogenated carbazole compounds and aryl boron compounds.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a compound with an anthracene skeleton is used as a light-emitting material, then carrier transport properties are improved, but excitation energy is quenched and emission efficiency decreases

Engineering Contradiction:
Improvecarrier transport propertyVSAvoidexcitation energy quenching
Core Design Contradiction:
ReliabilityVSLoss of energy

Solution Approach 1:

The patent changes the molecular structure parameters by replacing the anthracene skeleton with a carbazole skeleton, which has a higher T1 level. This parameter change prevents excitation energy quenching while maintaining good carrier transport properties, thereby resolving the contradiction between reliability and energy loss.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite light-emitting elements by combining the carbazole compound (as host material) with phosphorescent or fluorescent substances (as guest materials). This composite structure allows the carbazole to provide carrier transport and prevent quenching, while the guest materials provide efficient light emission, simultaneously achieving good carrier transport and high emission efficiency.

Inventive Principle:
Principle #40Composite materials

2Reliability

If a compound with an anthracene skeleton is used, then carrier transport is enhanced, but emission efficiency is insufficient

Engineering Contradiction:
Improvecarrier transport propertyVSAvoidemission efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent changes the key parameter of the light-emitting material from anthracene skeleton to carbazole skeleton, which has a higher triplet energy level (T1 level). This parameter change prevents energy quenching and enables efficient energy transfer to phosphorescent or fluorescent dopants, thereby improving emission efficiency while maintaining carrier transport properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by combining carbazole-based host compounds with phosphorescent or fluorescent guest materials. The carbazole host provides excellent carrier transport and high T1 level, while the guest materials provide efficient light emission, achieving both high carrier transport and high emission efficiency simultaneously.

Inventive Principle:
Principle #40Composite materials

3Illumination intensity

If phosphorescent substances are used with anthracene skeleton compounds, then light emission is achieved, but excitation energy quenching occurs

Engineering Contradiction:
Improvelight emissionVSAvoidexcitation energy quenching
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The patent changes the host material parameter from anthracene skeleton to carbazole skeleton, which has a higher T1 energy level. This parameter change ensures that the host material does not quench the excitation energy of phosphorescent substances, enabling efficient energy transfer and maintaining high light emission intensity without energy loss.

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 carbazole compound achieves high emission efficiency, long lifetime, and reliable performance in light-emitting elements, enabling efficient light emission with a deep HOMO level and shallow LUMO level, suitable for both fluorescent and phosphorescent applications, while preventing energy transfer and maintaining high external quantum yield.

Implementation Method 1

a layer containing a light-emitting substance is interposed between a pair of electrodes. By voltage application to this element, light emission can be obtained from the light-emitting substance

Methodology Applied
Scientific EffectCarrier transport: Conduction (electrical)

Implementation Method 2

The light-emitting organic compound returns to the ground state from the excited state, thereby emitting light. Note that the excited state of an organic compound can be a singlet excited state or a triplet excited state, and light emission from the singlet excited state is referred to as fluorescence

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 3

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

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 4

In the case where the compound described in Patent Document 2 is used in an element including a phosphorescent substance, the excitation energy of the phosphorescent substance might be quenched due to an insufficient T1 level (triplet excitation energy) of the anthracene skeleton in the compound

Methodology Applied
Scientific EffectEnergy transfer:

Data Source

PatentUS10497880B2Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
Publication Date: 2019.12.03 SEMICON ENERGY LAB CO LTD
  • US10497880B2 patent drawing
  • US10497880B2 patent drawing
  • US10497880B2 patent drawing

AI summary

A novel substance with which an increase in life and emission efficiency of a light-emitting element can be achieved is provided. A carbazole compound having a structure represented by General Formula (G1) is provided. Note that a substituent which makes the HOMO level and the LUMO level of a compound in which a bond of the substituent is substituted with hydrogen deep and shallow, respectively is used as each of substituents in General Formula (G1) (R1, R2, Ar3, and α3). Further, a subsistent which makes the band gap (Bg) and the T1 level of a compound in which a bond of the substituent is substituted with hydrogen wide and high is used as each of the substituents in General Formula (G1) (R1, R2, Ar3, and α3).