Cyclic Compound Suppressing Conjugation in OLED Materials

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Solution Overview

Problem

Existing organic light emitting devices face challenges in efficiency and lifespan due to limitations in material performance, particularly in achieving low driving voltage and deep highest occupied molecular orbital (HOMO) levels.

Innovation Solution

A cyclic compound with a specific structure, represented by Chemical Formula 1, is introduced, which suppresses conjugation between Ar1 and Ar2, resulting in a wide band gap and deep HOMO level, enhancing hole and electron mobility and efficiency when used in organic light emitting devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional organic materials are used in organic light emitting devices, then device structure can be maintained, but efficiency and lifespan are insufficient

Engineering Contradiction:
Improvedevice efficiencyVSAvoiddevice lifespan
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters of organic materials by introducing cyclic compounds with specific molecular configurations (Formula 1 and Compounds 122-209), which have suppressed conjugation between Ar1 and Ar2 groups. This structural parameter change results in wide band gap and deep HOMO level characteristics, directly improving both efficiency and lifespan of the organic light emitting device.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategy by developing cyclic compounds that integrate multiple functional groups (pyrimidyl or triazinyl groups with specific aryl substituents) into a single molecular framework. These composite molecular structures combine the benefits of wide band gap and deep HOMO level in one material, resolving the contradiction between efficiency and lifespan.

Inventive Principle:
Principle #40Composite materials

2Productivity

If materials with deep HOMO level are used, then efficiency is improved, but driving voltage becomes lower which may affect performance

Engineering Contradiction:
Improvedevice efficiencyVSAvoiddriving voltage
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent achieves the optimal balance between efficiency and driving voltage by precisely controlling the HOMO level parameter of the organic material. The cyclic compounds with suppressed conjugation and specific substituent patterns (Compounds 122-209) provide deep HOMO levels that improve efficiency while maintaining appropriate driving voltage characteristics for device operation.

Inventive Principle:
Principle #35Parameter changes

3Speed

If conjugation between Ar1 and Ar2 is enhanced, then electron mobility may improve, but band gap decreases reducing efficiency

Engineering Contradiction:
Improveelectron mobilityVSAvoiddevice efficiency
Core Design Contradiction:
SpeedVSProductivity

Solution Approach 1:

The patent extracts or removes the harmful conjugation effect between Ar1 and Ar2 groups by introducing cyclic structural units that interrupt the conjugation pathway. This selective removal of conjugation maintains necessary electron mobility while preventing the unwanted decrease in band gap, thereby preserving device efficiency.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent segments the conjugated system by inserting cyclic units (pyrimidyl or triazinyl groups) between Ar1 and Ar2, dividing the continuous conjugation into separated segments. This segmentation allows independent optimization of electron mobility within each segment while maintaining overall wide band gap for high efficiency.

Inventive Principle:
Principle #1Segmentation

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 cyclic compound improves the efficiency and lifespan of organic light emitting devices by reducing driving voltage and increasing triplet energy, leading to enhanced performance and stability.

Implementation Method 1

the cyclic compound suppresses conjugation between Ar1 and Ar2, resulting in a wide band gap and deep HOMO level

Methodology Applied
Scientific EffectConjugation suppression:

Implementation Method 2

An organic light emission phenomenon generally refers to a phenomenon converting electrical energy to light energy using an organic material

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 3

when the injected holes and electrons meet, excitons are formed, and light emits when these excitons fall back to the ground state

Methodology Applied
Scientific EffectExciton formation and radiative recombination:

Data Source

PatentEP3214084B1Cyclic compound and organic light-emitting element comprising same
Publication Date: 2020.02.19 LG CHEM LTD
  • EP3214084B1 patent drawingFigure 1~2
  • EP3214084B1 patent drawing
  • EP3214084B1 patent drawing

AI summary

The present specification relates to a cyclic compound and an organic light emitting device comprising the same.