Polycyclic Compound for OLED Color Purity and Stability

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Solution Overview

Problem

Current organic light emitting devices face challenges in achieving high efficiency and long service life due to the limitations of existing materials used in their organic material layers, particularly in terms of sublimation temperature and color purity.

Innovation Solution

A compound with a non-aromatic pentagonal ring structure, such as a cycloalkene ring containing nitrogen, is used in the organic material layer, which has a distorted structure instead of a planar one, lowering the sublimation temperature and enhancing stability, and includes an aliphatic hydrocarbon ring to achieve narrow full width at half maximum and excellent color purity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If a planar aromatic structure is used in the organic material layer, then color purity is improved, but sublimation temperature increases and stability deteriorates

Engineering Contradiction:
Improvecolor purityVSAvoidstability
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent changes the structural parameters of the organic compound by introducing a non-aromatic pentagonal ring (cycloalkene ring with nitrogen) that has a distorted geometry. This structural parameter change simultaneously achieves narrow FWHM (improved color purity) and lowered sublimation temperature (improved stability), resolving the contradiction between color purity and stability.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If existing organic materials are used in the organic material layer, then device operation is achieved, but efficiency and service life are limited

Engineering Contradiction:
ImproveefficiencyVSAvoidservice life
Core Design Contradiction:
ProductivityVSDuration of action of stationary object

Solution Approach 1:

The patent employs a composite molecular structure combining aromatic rings (for optoelectronic performance) with a non-aromatic cycloalkene ring containing nitrogen (for structural distortion and stability). This composite approach enables the material to simultaneously achieve high efficiency and long service life in OLEDs, overcoming the limitations of conventional single-structure organic materials.

Inventive Principle:
Principle #40Composite materials

3Reliability

If a distorted non-planar structure is adopted, then sublimation temperature is lowered and stability is enhanced, but color purity may be compromised

Engineering Contradiction:
ImprovestabilityVSAvoidcolor purity
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent applies local quality by introducing the distorted cycloalkene ring with nitrogen at a specific position within the molecular structure, while maintaining aromatic rings in other regions. This localized distortion achieves lowered sublimation temperature and enhanced stability, while the preserved aromatic regions maintain narrow FWHM and excellent color purity, resolving the contradiction between stability and color purity.

Inventive Principle:
Principle #3Local quality

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 improves the efficiency and service life of organic light emitting devices by providing high stability during deposition, low voltage operation, and excellent color purity, while also allowing for high solubility and use in solution processes.

Implementation Method 1

The compound of the present invention has high stability of the compound by heat during the deposition process by including a non-aromatic pentagonal ring (cycloalkene ring) including N in the molecule and having a distorted structure instead of a planar structure to lower the sublimation temperature

Methodology Applied
Scientific EffectSublimation: Sublimation

Implementation Method 2

An organic light emitting phenomenon refers to a phenomenon in which electric energy is converted into light energy by using an organic material

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS11950504B2Polycyclic compound and organic light emitting diode comprising same
Publication Date: 2024.04.02 LG CHEM LTD
  • US11950504B2 patent drawing
  • US11950504B2 patent drawing
  • US11950504B2 patent drawing

AI summary

Provided is a compound of Formula 1:Ar1 to Ar4 are each independently hydrogen, deuterium, a halogen group, a nitrile group, or a substituted or unsubstituted: silyl, boron, alkyl, alkenyl, alkynyl, alkoxy, aryloxy, cycloalkyl, aryl, or heterocyclic group, or adjacent groups are bonded together to form a substituted or unsubstituted aliphatic hydrocarbon ring;A1 and A2 are each independently hydrogen, deuterium, a halogen group, a nitrile group, or a substituted or unsubstituted: silyl, boron, alkyl, alkenyl, alkynyl, alkoxy, aryloxy, cycloalkyl, aryl, or heterocyclic group, or are bonded together to form a substituted or unsubstituted ring;R1 to R3 are each independently hydrogen, deuterium, a halogen group, a nitrile group, or a substituted or unsubstituted; silyl, boron, alkyl, alkenyl, alkynyl, alkoxy, aryloxy, cycloalkyl, aryl, amine, or heterocyclic group; andn1 to n3 are each 0 to 3, and 2 or more, the substituents are the same as or different from each other,and an organic light emitting device including the same.