Spiro Triarylamine Host Material for Phosphorescent OLED Thermal Stability

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Solution Overview

Problem

Existing organic compounds used in phosphorescent OLEDs exhibit inferior thermal-stability and low current density, particularly for blue and green emissions, due to the need for host materials with specific energy gaps and molecular weights that are difficult to achieve with conventional chemical structures.

Innovation Solution

Development of triarylamine compounds with a spiro structure, as represented by Formula (I), which serve as host materials in organic electroluminescence devices, allowing for efficient blue or green light emission by forming a phenyl group with specific alkyl groups, enhancing thermal stability and emissive efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional host materials (carbazole or silyl benzene derivatives) are used in phosphorescent OLEDs, then the device can be fabricated with standard materials, but the thermal stability and current density are inferior

Engineering Contradiction:
Improvethermal stabilityVSAvoidchemical structure design difficulty
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the molecular weight parameter of the host material by introducing a spiro structure with specific substituents (R1, R2, R3 groups). This structural modification increases the molecular weight to 200-500 g/mol, which directly improves thermal stability while maintaining manufacturability through standard OLED fabrication processes

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite host material structure by combining a spiro core with various aromatic substituents (carbazole, triphenylamine, diphenyloxide groups). This composite approach allows optimization of both thermal stability and electroluminescent performance, achieving high current density and brightness while maintaining ease of manufacture

Inventive Principle:
Principle #40Composite materials

2Temperature

If host materials with larger molecular weight are used to maintain thermal stability, then thermal-stability is improved, but chemical structure design becomes more difficult

Engineering Contradiction:
Improvethermal stabilityVSAvoidchemical structure design
Core Design Contradiction:
TemperatureVSDevice complexity

Solution Approach 1:

The patent segments the host material into a spiro core structure with independently variable substituents (R1, R2, R3 groups). This segmentation allows systematic design of molecular weight and thermal properties by selecting different aromatic groups, simplifying the chemical structure design process while achieving the required thermal stability

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent applies local quality by introducing specific functional groups (carbazole, triphenylamine, diphenyloxide) at specific positions on the spiro structure. This localized modification allows precise control of thermal stability and electroluminescent properties without complicating the overall molecular design, as each substituent can be independently optimized

Inventive Principle:
Principle #3Local quality

3Power

If blue and green host materials are used with larger energy gap differences, then optimal electroluminescent performance is achieved, but the conjugated system must be shorter which limits material options

Engineering Contradiction:
Improveemissive efficiencyVSAvoidhost material selection
Core Design Contradiction:
PowerVSAdaptability or versatility

Solution Approach 1:

The patent changes the energy gap parameter by controlling the conjugation length in the spiro structure. By using short conjugated systems with specific aromatic substituents, the host material achieves the required large energy gap difference for blue and green emissions, optimizing emissive efficiency while maintaining versatility in material selection through the modular spiro design

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 triarylamine compounds improve the thermal stability and emissive efficiency of phosphorescent OLEDs, particularly for blue and green emissions, by providing a suitable energy gap and molecular structure that surpasses conventional host materials in brightness and power efficiency.

Implementation Method 1

Luminescence from a triplet exciton results in phosphorescence. The emissive efficiency of phosphorescence is three times that of fluorescence. Therefore, it is crucial to develop highly efficient phosphorescent material, in order to increase the emissive efficiency of the OLED.

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Implementation Method 2

phosphorescent guest materials have to be used in combination with host materials which has an energy gap matched therewith, thereby achieving optimal electroluminescent performance and quantum yield

Methodology Applied
Scientific EffectEnergy transfer:

Implementation Method 3

in order to keep the key characteristic of the organic compound used in OLED (i.e. thermal-stability), the host material should also have larger molecular weight

Methodology Applied
Scientific EffectThermal stability:

Implementation Method 4

When an electric field is applied to the electrodes, the cathode injects electrons into the light-emission layer and the anode injects holes into the light-emission layer. When the electrons recombine with the holes in the light-emission layer, excitons are formed. Recombination of the electron and hole results in light emission.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS8632893B2Organic compound and organic electroluminescence device employing the same
Publication Date: 2014.01.21 IND TECH RES INST
  • US8632893B2 patent drawing
  • US8632893B2 patent drawing
  • US8632893B2 patent drawing

AI summary

Organic compounds and organic electroluminescence devices employing the same are provided. The organic compound has a chemical structure represented as follows:wherein R are each independently an hydrogen, or a C1-8 alkyl group, andwherein R1 and R2 are each independently an hydrogen, or a C1-8 alkyl group, R3 is a hydrogen, and R1 and R2 are not hydrogen group simultaneously; or wherein R1 and R2 link together with the carbon atoms bonded thereto to form a phenyl group;wherein R2 and R3 link together with the carbon atoms bonded thereto to form a phenyl group.