Twisted Quaterphenylene Host Material for Phosphorescent OLEDs

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Solution Overview

Problem

Current light-emitting elements using phosphorescent compounds face challenges such as concentration quenching and triplet-triplet annihilation due to the lack of a suitable host material with bipolar properties, leading to reduced luminous efficiency and increased driving voltage.

Innovation Solution

A novel organic semiconductor material with a twisted quaterphenylene skeleton, represented by General Formula (G1), is developed, which exhibits both electron-transporting and hole-transporting properties, thereby inhibiting conjugation extension and providing a large energy gap, thus serving as an effective host material for phosphorescent compounds.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If a phosphorescent compound is used as a guest material in a light-emitting layer, then internal quantum efficiency can be theoretically 75% to 100%, but concentration quenching and triplet-triplet annihilation occur due to lack of suitable host material

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidconcentration quenching and triplet-triplet annihilation
Core Design Contradiction:
Loss of energyVSObject-generated harmful factors

Solution Approach 1:

The patent introduces a host material as an intermediary substance that disperses the phosphorescent guest material, preventing direct interaction between phosphorescent molecules. This host-guest system mediates the energy transfer while avoiding concentration quenching and triplet-triplet annihilation, enabling the light-emitting layer to achieve high internal quantum efficiency of 75% to 100%.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates a heterogeneous structure where phosphorescent guest material is locally dispersed within the host material matrix. This local dispersion ensures that phosphorescent molecules are separated at the molecular level, preventing harmful interactions while maintaining high phosphorescent content for efficient triplet state utilization.

Inventive Principle:
Principle #3Local quality

2Object-generated harmful factors

If a host material with large energy gap or higher triplet excitation energy than phosphorescent compound is used, then quenching is suppressed, but driving voltage increases

Engineering Contradiction:
Improvequenching suppressionVSAvoiddriving voltage
Core Design Contradiction:
Object-generated harmful factorsVSStress or pressure

Solution Approach 1:

The patent optimizes the energy level parameters of the host material, specifically selecting materials with triplet excitation energy slightly higher than the phosphorescent guest (within 0.1-0.5 eV). This parameter optimization balances quenching suppression with acceptable driving voltage, avoiding excessive voltage increases while preventing energy back-transfer quenching.

Inventive Principle:
Principle #35Parameter changes

3Object-generated harmful factors

If phosphorescent compound is dispersed in host material matrix, then concentration quenching is suppressed, but light-emitting region becomes localized causing reduced luminous efficiency

Engineering Contradiction:
Improveconcentration quenching suppressionVSAvoidluminous efficiency
Core Design Contradiction:
Object-generated harmful factorsVSProductivity

Solution Approach 1:

The patent achieves homogeneous dispersion of phosphorescent guest material throughout the host material matrix through optimized fabrication processes. This uniform distribution ensures that the light-emitting region is evenly spread across the entire layer, preventing localization effects and maximizing luminous efficiency while maintaining quenching suppression.

Inventive Principle:
Principle #33Homogeneity

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 material reduces driving voltage, enhances emission efficiency, and decreases power consumption in light-emitting elements by preventing quenching and localization of the light-emitting region, while maintaining high triplet excitation energy.

Implementation Method 1

the material has an electron-transporting property and a hole-transporting property

Methodology Applied
Scientific EffectElectron transport: Conduction (electrical)

Implementation Method 2

the material has an electron-transporting property and a hole-transporting property

Methodology Applied
Scientific EffectHole transport: Conduction (electrical)

Implementation Method 3

when a compound in which a triplet excited state is converted into light emission (hereinafter, such a compound is referred to as a 'phosphorescent compound') is used

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 4

In order to suppress concentration quenching of the phosphorescent compound or quenching due to triplet-triplet annihilation (T-T annihilation)

Methodology Applied
Scientific EffectConcentration quenching prevention:

Data Source

PatentUS10243151B2Organic semiconductor material and light-emitting element, light-emitting device, lighting system, and electronic device using the same
Publication Date: 2019.03.26 SEMICON ENERGY LAB CO LTD
  • US10243151B2 patent drawing
  • US10243151B2 patent drawing
  • US10243151B2 patent drawing

AI summary

Disclosed is a novel organic semiconductor material which has a twisted quaterphenylene skeleton as a central unit and simultaneously possesses a skeleton having an electron-transporting property and a skeleton having a hole-transporting property at the terminals of the quaterphenylene skeleton. Specifically, the organic semiconductor material has a [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group, and one of the terminals of the [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group is bonded to a skeleton having an electron-transporting property such as a benzoxazole group or an oxadiazole group. A skeleton having a hole-transporting property such as diarylamino group is introduced at the other terminal. This structure allows the formation of a compound having a bipolar property, a high molecular weight, an excellent thermal stability, a large band gap, and high triplet excitation energy.