Naphthalene Imide Transition Metal Compounds for OLED Emission

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Solution Overview

Problem

Current organic light-emitting diode (OLED) technologies face challenges in achieving enhanced electron withdrawing properties and improved photoluminescent quantum yield, particularly in producing phosphorescent emission in the red to near IR region with high efficiency.

Innovation Solution

Development of novel transition metal compounds incorporating naphthalene imide moieties as emissive dopants, which exhibit enhanced metal-ligand charge transfer (MLCT) based excited states, improving the photoluminescent quantum yield and serving as effective emitter materials in organic electroluminescence devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional OLED materials are used, then device fabrication is simpler, but photoluminescent quantum yield and electron withdrawing properties are insufficient

Engineering Contradiction:
Improvephotoluminescent quantum yieldVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite molecular structures combining naphthalene imide core with various aromatic substituents (phenyl, pyridyl, triphenylamine groups) to achieve both high photoluminescent quantum yield and enhanced electron withdrawing properties. The composite nature of these molecules allows simultaneous optimization of optical and electronic properties that single-structure materials cannot achieve.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces specific functional groups at particular positions on the naphthalene imide core to locally enhance electron withdrawing properties. For example, adding triphenylamine or pyridyl groups at specific positions creates localized regions of high electron affinity that improve overall device performance without requiring complete restructuring of the entire molecule.

Inventive Principle:
Principle #3Local quality

2Productivity

If standard emissive dopants are used, then device manufacturing is easier, but phosphorescent emission efficiency in red to near IR region is limited

Engineering Contradiction:
Improvephosphorescent emission efficiencyVSAvoidmaterial synthesis complexity
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent systematically varies key parameters of the emissive dopant molecules including substituent types (phenyl, pyridyl, carboxyl groups), substituent positions, and molecular conjugation length to optimize phosphorescent emission efficiency in the red to near IR region. These parameter changes allow tuning of emission wavelengths and quantum yields while maintaining solution processability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The naphthalene imide core acts as an intermediary structure that facilitates efficient energy transfer from the host material to the emissive dopant. The core's specific electronic structure mediates the interaction between host and guest molecules, enabling high phosphorescent emission efficiency while maintaining ease of device fabrication through solution processing.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Reliability

If simple organic materials are used, then cost is lower, but electron withdrawing properties and emission performance are inadequate

Engineering Contradiction:
Improveemission performanceVSAvoidmaterial complexity
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent optimizes the molecular parameters of organic emissive materials by adjusting the degree of aromatic substitution, the types of heteroatoms (N, O) in the structure, and the conjugation extent. These parameter changes enhance electron withdrawing properties and emission performance while keeping the materials within the organic compound class, avoiding transition to more complex inorganic or hybrid materials.

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 use of these compounds in OLEDs enhances the photoluminescent quantum yield and enables efficient phosphorescent emission in the red to near IR region, improving device performance and emission efficiency.

Implementation Method 1

exhibit enhanced metal-ligand charge transfer (MLCT) based excited state

Methodology Applied
Scientific EffectMetal-ligand charge transfer (MLCT):

Implementation Method 2

improving the photoluminescent quantum yield

Methodology Applied
Scientific EffectPhotoluminescence: Photoluminescence

Implementation Method 3

OLEDs make use of thin organic films that emit light when voltage is applied across the device

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS11739081B2Organic electroluminescent materials and devices
Publication Date: 2023.08.29 UNIVERSAL DISPLAY CORP
  • US11739081B2 patent drawing
  • US11739081B2 patent drawing
  • US11739081B2 patent drawing

AI summary

Transition metal compounds having naphthalene imide moiety having enhanced electron withdrawing property and more metal-ligand charge transfer (MLCT) based excited state are disclosed. The disclosed compounds will improve the photoluminescent quantum yield (PLQY) and produce phosphorescent emission in red to near IR region which has many desired applications.