Substituted N-Phenylcarbazole Compounds for OLEDs

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Solution Overview

Problem

Organic electroluminescent devices using compounds with N-phenylcarbazole skeletons have insufficient durability and require higher drive voltage, necessitating improvements in both durability and low-voltage operation, especially for blue-color light emission.

Innovation Solution

Incorporating specific compounds represented by formulas (I) to (V) with platinum complex materials and tetradentate ligands in the light emitting layer, which enhance durability and allow for low-voltage operation by optimizing the triplet energy and molecular weight, and using these compounds as host materials in various organic layers to prevent decomposition and improve charge transport.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If compounds with N-phenylcarbazole skeletons are used in the light emitting layer, then adhesion with cathode and long-term storage stability are improved, but durability is insufficient and drive voltage is high

Engineering Contradiction:
Improvelong-term storage stabilityVSAvoiddurability
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent modifies the N-phenylcarbazole compound structure by introducing specific substituents (formula I with Qs as t-butyl or trimethylsilyl, Rs as hydrogen, alkyl, cyano, aryl, or heteroaryl groups, and n as 1 or 2) to optimize molecular weight and triplet energy parameters, thereby improving durability while maintaining storage stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent combines the modified N-phenylcarbazole compound (formula I) with platinum complex materials and tetradentate ligands to create a composite light emitting layer that achieves both high durability and low drive voltage operation

Inventive Principle:
Principle #40Composite materials

2Reliability

If compounds with N-phenylcarbazole skeletons are used in the light emitting layer, then adhesion with cathode is improved, but drive voltage is high

Engineering Contradiction:
Improveadhesion with cathodeVSAvoiddrive voltage
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent optimizes the molecular weight and triplet energy parameters of the N-phenylcarbazole compound (formula I) to achieve low drive voltage operation while maintaining good adhesion properties with the cathode

Inventive Principle:
Principle #35Parameter changes

3Device complexity

If conventional light emitting layer materials are used, then device structure is simple, but luminous efficiency is low and durability is insufficient

Engineering Contradiction:
Improvedevice structureVSAvoidluminous efficiency
Core Design Contradiction:
Device complexityVSProductivity

Solution Approach 1:

The patent employs a composite light emitting layer containing the modified N-phenylcarbazole compound (formula I) combined with platinum complex materials and tetradentate ligands, achieving high luminous efficiency and durability while maintaining reasonable device structure complexity

Inventive Principle:
Principle #40Composite materials

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 proposed solution results in an organic electroluminescent device with improved durability and reduced drive voltage, achieving high luminous efficiency and stable blue-color light emission, while maintaining excellent chemical stability and charge transport properties.

Implementation Method 1

organic electroluminescent devices (which may hereinafter be called 'organic EL devices') are capable of emitting light of high luminance at low voltage... utilize, for light emission, energy of the exciton generated as a result of recombination of electrons injected from the cathode and holes injected from the anode in the organic layer

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 2

The devices have recently had improved efficiency by using phosphorescent materials

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS8361637B2Organic electroluminescent device including substituted N-phenylcarbazole-containing compound
Publication Date: 2013.01.29 UDC IRELAND
  • US8361637B2 patent drawing
  • US8361637B2 patent drawing
  • US8361637B2 patent drawing

AI summary

An organic electroluminescent is provided and includes: a pair of electrodes; and at least one organic layer, between the pair of electrodes, including a light emitting layer. The device comprising, in the at least one organic layer, a compound represented by formula (I):where Qs each independently represents a t-butyl group or a trimethylsilyl group; when the compound has a plurality of Rs, the Rs each independently represents a hydrogen atom, an alkyl group, a cyano group, an aryl group, or a heteroaryl group; and n stands for 1 or 2.