Biscarbazole Host Materials for OLED Energy Transfer

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Solution Overview

Problem

Current OLED technologies face challenges in achieving high efficiency and extended lifetime due to limitations in host materials that can efficiently transfer energy to phosphorescent dopants, with existing materials often suffering from low triplet energy levels and oxidative stability issues.

Innovation Solution

The use of biscarbazole derivative compounds as host materials in combination with organometallic phosphorescent dopants in the light-emitting layer of OLEDs, which enhances energy transfer and improves carrier balance, leading to increased luminous efficiency and extended device lifetime.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional host materials are used in the light emitting layer, then the device structure is simple, but the luminous efficiency is limited due to low triplet energy levels and poor energy transfer to phosphorescent dopants

Engineering Contradiction:
Improveluminous efficiencyVSAvoidhost material structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent modifies the host material's chemical structure by introducing carbazole groups and aromatic hydrocarbon substituents, which fundamentally changes the triplet energy level parameter. This structural modification enables efficient energy transfer to phosphorescent dopants while maintaining material stability, directly resolving the contradiction between luminous efficiency and structural complexity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite host materials formed by combining carbazole core structures with various aromatic hydrocarbon substituents (such as phenyl, naphthyl, biphenyl groups). This composite approach creates materials with optimized triplet energy levels and improved carrier transport properties, achieving high luminous efficiency without excessive structural complexity.

Inventive Principle:
Principle #40Composite materials

2Duration of action of stationary object

If existing host materials are used, then the manufacturing process is simple, but the device lifetime is short due to oxidative stability issues

Engineering Contradiction:
Improvedevice lifetimeVSAvoidmanufacturing complexity
Core Design Contradiction:
Duration of action of stationary objectVSEase of manufacture

Solution Approach 1:

The patent changes the chemical composition parameters of the host material by incorporating carbazole groups with high oxidative stability. This parameter change fundamentally improves the material's resistance to oxidation during device operation, extending device lifetime while the synthetic routes remain within standard organic material manufacturing capabilities.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses commercially available aromatic hydrocarbon building blocks and standard organic synthesis methods to create stable host materials. This approach avoids the need for exotic or difficult-to-synthesize compounds, maintaining ease of manufacture while achieving extended device lifetime through improved material stability.

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

3Use of energy by moving object

If phosphorescent materials are used to achieve high internal quantum efficiency, then the energy transfer requirement becomes more stringent, but the device complexity increases

Engineering Contradiction:
Improveinternal quantum efficiencyVSAvoidmaterial composition complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent optimizes the triplet energy level parameter of the host material to be higher than that of the phosphorescent dopant, ensuring efficient energy transfer. By carefully selecting carbazole-based structures with appropriate substituents, the patent achieves the required energy level matching without overly complex molecular structures, maintaining relative simplicity in material composition.

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 biscarbazole derivative-based OLEDs exhibit low voltage requirements, high luminous efficiency, and significantly improved lifetime, with the co-host combinations providing more than three times the lifetime of single-host devices, while maintaining excellent carrier balance and operational efficiency.

Implementation Method 1

host materials that can efficiently transfer energy to phosphorescent dopants

Methodology Applied
Scientific EffectEnergy transfer:

Implementation Method 2

luminance from a triplet exciton results in phosphorescence

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 3

Luminescence from a triplet exciton results in phosphorescence

Methodology Applied
Scientific EffectTriplet exciton recombination:

Implementation Method 4

phosphorescent materials that could be used to fabricate practical electro-phosphorescent OLEDs

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 5

recombination of a hole injected into a light emitting layer with an electron

Methodology Applied
Scientific EffectCharge recombination:

Implementation Method 6

When a hole and electron meet on the same molecule, recombination is said to occur, and an exciton is formed

Methodology Applied
Scientific EffectExciton formation:

Implementation Method 7

Due to strong spin-orbit coupling that leads to singlet-triplet state mixing, heavy metal complexes often display efficient phosphorescent emission from such triplets at room temperature

Methodology Applied
Scientific EffectSpin-orbit coupling:

Implementation Method 8

OLEDs which comprise an organic thin film layer which includes a light emitting layer located between an anode and a cathode

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS9985232B2Biscarbazole derivative host materials for OLED emissive region
Publication Date: 2018.05.29 UNIVERSAL DISPLAY CORP
  • US9985232B2 patent drawing
  • US9985232B2 patent drawing
  • US9985232B2 patent drawing

AI summary

An organic electroluminescence device utilizes a novel combination of one or more biscarbazole derivative compounds as the phosphorescent host material in combination with an organometallic phosphorescent material as a dopant in the light emitting region of the device, where the biscarbazole derivative compounds are represented by a formula (1A) or (2A) below: where A1 represents a substituted or unsubstituted nitrogen-containing heterocyclic group having 1 to 30 ring carbon atoms; A2 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or substituted or unsubstituted nitrogen-containing heterocyclic group having 1 to 30 ring carbon atoms; X1 and X2 each are a linking group; Y1 to Y4 each represent a substituent; p and q represent an integer of 1 to 4; and r and s represent an integer of 1 to 3; and the organometallic phosphorescent material is a compound having a substituted chemical structure represented by the formula (4A): where each R is independently selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkylaryl, CN, CF3, CnF2n+1, trifluorovinyl, CO2R, C(O)R, NR2, NO2, OR, halo, aryl, heteroaryl, substituted aryl, substituted heteroaryl or a heterocyclic group; M is a platinum group metal; Ar′, Ar″, Ar′″ and Ar″″ each independently represent a substituted or unsubstituted aryl or heteroaryl substituent on the phenylpyridine ligand; a is 0 or 1; b is 0 or 1; c is 0 or 1; d is 0 or 1; m is 1 or 2; n is 1 or 2; m+n is the maximum number of ligands that can be coordinated to M, and wherein at least one of a, b, c, and d is 1 and when at least one of a and b is 1 and at least one of b and c is 1, at least one of Ar′ and Ar″ is different from at least one of Ar′″ and Ar″″.