Carbazole-Based Host Material for Blue Phosphorescent OLEDs

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Solution Overview

Problem

Phosphorescent organic electroluminescence (EL) devices, particularly those emitting blue light, face challenges in achieving high luminous efficiency and long device life due to the need for materials with high triplet energy and stability against heat, which is difficult to maintain with traditional design concepts.

Innovation Solution

A compound with two carbazole skeletons bonded at a specific position and a specific substituent introduced to one carbazole skeleton to retain high triplet energy, reducing the injection barrier for holes and electrons, thereby lowering driving voltage and maintaining high luminous efficiency while ensuring material stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a compound with large triplet energy is used in the emitting layer and neighboring layers to confine triplet energy efficiently, then phosphorescent emission performance is improved, but the driving voltage of the organic EL device increases

Engineering Contradiction:
Improvephosphorescent emission performanceVSAvoiddriving voltage
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent changes the energy level parameters of the host material by selecting compounds with triplet energy (T1) values specifically in the range of 2.7-3.2 eV. This parameter optimization allows efficient triplet energy confinement for phosphorescent emission while maintaining driving voltage at acceptable levels, resolving the contradiction between emission performance and energy consumption.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material design by combining the host material (with optimized triplet energy) with phosphorescent dopant materials having lower triplet energy (2.0-2.9 eV). This composite approach in the emitting layer enables effective triplet energy confinement and efficient phosphorescent emission while managing the overall energy levels to control driving voltage.

Inventive Principle:
Principle #40Composite materials

2Reliability

If a hydrocarbon-based compound with high oxidation resistance and reduction resistance is used, then stability is improved, but the energy gap becomes small which is unsuitable for phosphorescent devices

Engineering Contradiction:
Improveoxidation resistance and reduction resistanceVSAvoidenergy gap
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent changes the chemical composition parameters by transitioning from hydrocarbon-based compounds to heteroatom-containing compounds (specifically nitrogen-containing compounds with carbazole skeletons). This compositional change enables achieving both high triplet energy (2.7-3.2 eV) and adequate stability, resolving the contradiction between stability and energy gap requirements.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality modification by introducing nitrogen atoms at specific positions within the molecular structure (carbazole skeleton) rather than using pure hydrocarbon structures. This localized heteroatom incorporation provides the necessary triplet energy levels and stability characteristics required for phosphorescent devices.

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If traditional design concepts are applied to phosphorescent organic EL devices, then material selection is simplified, but device performance and lifetime are reduced

Engineering Contradiction:
Improvematerial selection simplicityVSAvoiddevice performance and lifetime
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent establishes new selection criteria (parameter changes) specifically for phosphorescent devices: host materials with T1=2.7-3.2 eV and phosphorescent dopants with T1=2.0-2.9 eV. These revised parameters enable both simplified material selection following clear guidelines and enhanced device performance with extended lifetime, resolving the contradiction between ease of manufacture and reliability.

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 compound allows for the production of organic EL devices with high luminous efficiency and prolonged life by effectively confining triplet energy and stabilizing the material against heat, even during deposition.

Implementation Method 1

it is preferred that a host material having a larger triplet energy than a phosphorescent dopant material be used in the emitting layer

Methodology Applied
Scientific EffectTriplet energy confinement:

Implementation Method 2

a compound having a structure in which plural heterocyclic rings are combined has been studied... a compound having a 3,3′-biscarbazole as a mother skeleton

Methodology Applied
Scientific EffectThermal stability:

Data Source

PatentUS9991447B2Material for organic electroluminescent element, and organic electroluminescent element produced using same
Publication Date: 2018.06.05 IDEMITSU KOSAN CO LTD
  • US9991447B2 patent drawing
  • US9991447B2 patent drawing
  • US9991447B2 patent drawing

AI summary

A compound represented by the following formula (1):wherein in the formula (1), Ar1 and Ar2 are independently a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group; X1 to X4 and X13 to X16 are independently CR1, CH or N; one of X5 to X8 is a carbon atom bonding to one of X9 to X12, and at least one of X5 to X8 that is adjacent to the carbon atom bonding to one of X9 to X12 is CR2; one of X9 to X12 is a carbon atom bonding to one of X5 to X8, and X9 to X12 that is adjacent to the carbon atom bonding to one of X5 to X8 is CH or N; and the remaining X5 to X8 and the remaining X9 to X12 are CR1, CH or N.