Spiro Polycyclic Fluorescent Emitters for OLED PLQY

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Solution Overview

Problem

There is a need for novel light-emitting materials that provide high Photoluminescence Quantum Yield (PLQY) in organic light-emitting diodes (OLEDs) to enhance their performance and efficiency.

Innovation Solution

A composition comprising a first compound capable of functioning as a fluorescent emitter in OLEDs at room temperature, featuring at least one aromatic ring and one substituent R, where R has specific structural formulas, including direct bonds, SiR'R"', GeR'R"', alkyl, and cycloalkyl groups, and an optionally substituted non-aromatic spiro polycyclic group, which reduces stacking and improves PLQY.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional fluorescent emitters are used in OLEDs, then the device structure can be kept simple, but the photoluminescence quantum yield (PLQY) is insufficient

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

Solution Approach 1:

The molecule is divided into distinct functional segments: a core fluorescent emitter unit and separate spiro polycyclic substituents. This segmentation allows the core unit to maintain high PLQY while the substituents provide steric bulk to prevent stacking, resolving the contradiction between improving PLQY and managing molecular complexity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates a composite molecular structure by combining the fluorescent emitter core with spiro polycyclic groups (such as spirobifluorene or spiroindane). This composite approach integrates the light-emitting function with the anti-stacking function into a single molecule, thereby improving PLQY without proportionally increasing device complexity.

Inventive Principle:
Principle #40Composite materials

2Reliability

If aromatic rings with substituents are used to prevent stacking, then PLQY improves, but molecular complexity increases

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

Solution Approach 1:

The patent extracts the stacking-prevention function from the core aromatic ring system and places it in separate spiro polycyclic substituent groups. This extraction allows the core aromatic ring to focus on light emission (maintaining high PLQY) while the extracted substituents handle the steric protection against stacking, thus improving PLQY without excessive complexity increase.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The spiro polycyclic substituents are strategically positioned at specific locations on the aromatic ring system where they provide local steric bulk. This local quality approach ensures that stacking is prevented at critical interfaces while the rest of the molecular structure remains relatively simple and conducive to high PLQY emission.

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 use of these compounds as fluorescent emitters in OLEDs results in high PLQY, leading to improved light-emitting performance and efficiency, potentially enabling more effective and efficient organic light-emitting devices.

Implementation Method 1

the first compound is capable of functioning as a fluorescent emitter in an organic light emitting device at room temperature

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 2

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

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Data Source

PatentUS11081647B2Organic electroluminescent materials and devices
Publication Date: 2021.08.03 UNIVERSAL DISPLAY CORP
  • US11081647B2 patent drawing
  • US11081647B2 patent drawing
  • US11081647B2 patent drawing

AI summary

The present invention relates to novel light-emitting materials. These materials comprise a non-aromatic spiro polycyclic group. This new side chain could reduce the stacking of the light-emitting materials and result in high PLQY.