Boron Triphenylene Compounds for OLED Efficiency

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Solution Overview

Problem

Traditional blue light thermally activated delayed fluorescence (TADF) materials face limitations in luminescence efficiency and lifespan due to the separation of electron cloud distribution between the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO), which reduces the difference between singlet and triplet states, and are costly due to the use of rare and expensive metal complexes like iridium and platinum.

Innovation Solution

A boron-containing triphenylene compound with a specific structure is developed, which can be used in organic electronic devices to enhance luminescence efficiency and lifespan by optimizing the distribution of excited states and reducing costs through the use of more accessible materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If traditional phosphorescence materials (iridium and platinum metal complexes) are used to achieve high luminescence efficiency, then internal electroluminescence quantum efficiency reaches almost 100%, but the cost increases significantly due to rare and expensive metals

Engineering Contradiction:
Improveinternal electroluminescence quantum efficiencyVSAvoidcost
Core Design Contradiction:
Loss of energyVSEase of manufacture

Solution Approach 1:

The patent replaces expensive iridium and platinum metal complexes with organic compounds containing boron and triphenylene structures. These organic materials are significantly cheaper to produce while achieving comparable luminescence efficiency, making the solution economically viable for commercial OLED applications

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent modifies the molecular structure by introducing boron-containing triphenylene compounds with specific substituents (formula A-1 to A-5) to optimize the energy levels and electronic properties. This structural parameter change enables the material to achieve phosphorescence-like efficiency without requiring rare metals

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If electron donor group and electron acceptor group are connected in traditional blue light TADF materials, then the material can be synthesized, but the complete separation of HOMO and LUMO electron cloud distribution decreases the difference between singlet and triplet states, reducing luminescence efficiency

Engineering Contradiction:
Improvesynthesis feasibilityVSAvoidluminescence efficiency
Core Design Contradiction:
Ease of manufactureVSLoss of energy

Solution Approach 1:

The patent creates a composite molecular structure combining boron-containing groups with triphenylene core and various substituent groups (formula A-1 to A-5). This composite structure maintains feasible synthesis pathways while optimizing the electronic structure to achieve appropriate HOMO-LUMO separation and enhanced singlet-triplet energy difference, thereby improving luminescence efficiency

Inventive Principle:
Principle #40Composite materials

3Loss of energy

If phosphorescence materials are used to achieve high luminescence efficiency, then internal electroluminescence quantum efficiency reaches almost 100%, but the lifespan of the device decreases due to roll-off effect at high brightness

Engineering Contradiction:
Improveinternal electroluminescence quantum efficiencyVSAvoiddevice lifespan
Core Design Contradiction:
Loss of energyVSDuration of action of stationary object

Solution Approach 1:

The patent optimizes the molecular parameters of the boron-containing triphenylene compounds by varying substituents (formula A-1 to A-5) to tune the energy levels, HOMO-LUMO gaps, and exciton dynamics. These parameter changes enable the material to maintain high luminescence efficiency while reducing the roll-off effect at high brightness, thereby extending device operational lifespan

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 boron-containing triphenylene compound improves luminescence efficiency and extends the lifespan of organic electronic devices, offering a cost-effective alternative to traditional phosphorescence materials while maintaining high performance.

Implementation Method 1

The OLED using a fluorescence material has the characteristic of high reliability, but its internal electroluminescence quantum efficiency is limited to 25% under electrical excitation due to the fact that the branch ratio of exciton in a singlet excited-state and a triplet excited-state is 1:3

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 2

In order to solve the above-mentioned problems, the concept of reverse internal conversion is proposed, which refers to the use of organic compounds as luminescence materials to achieve high luminescence efficiency comparable to phosphorescence

Methodology Applied
Scientific EffectReverse internal conversion:

Implementation Method 3

This concept has been achieved through various combinations of materials, such as composite excited-state materials, thermally activated delayed fluorescence (TADF) materials, and the like

Methodology Applied
Scientific EffectThermally activated delayed fluorescence:

Data Source

PatentUS20240228515A1Boron-containing triphenylene compounds, compositions, and organic electronic devices using the same
Publication Date: 2024.07.11 SHENZHEN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
  • US20240228515A1 patent drawing
  • US20240228515A1 patent drawing
  • US20240228515A1 patent drawing

AI summary

A boron-containing triphenylene compound has a structure represented by formula (1). In the formula (1), Ar1 and Ar2 are each independently selected from any one of formula (A-1) to formula (A-5); X is selected from O, S, CR5R6, or NR7; and n1-n4 are each independently selected from 0, 1, 2, or 3.