Condensed Cyclic Compound for High-Efficiency Delayed Fluorescence

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Solution Overview

Problem

Current organic light-emitting devices face limitations in achieving high-efficiency delayed fluorescence and maintaining the characteristic light-emission spectrum, particularly in blue light emission, due to intermolecular interactions and energy transfer issues.

Innovation Solution

A condensed cyclic compound represented by Formula 1 is introduced, which features a specific molecular structure that minimizes intermolecular interaction and energy transfer, allowing for high-efficiency delayed fluorescence by controlling the dihedral angle between the core and ligands, thereby reducing excimer formation and maintaining blue light emission.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of energy

If conventional organic light-emitting devices are used, then general light emission is achieved, but high-efficiency delayed fluorescence and characteristic blue light emission spectrum cannot be maintained due to intermolecular interactions and energy transfer issues

Engineering Contradiction:

Improveenergy lossVSAvoidcharacteristic light-emission spectrum

Core Design Contradiction:

Loss of energyVSReliability

Solution Approach 1:

The molecule is divided into distinct functional segments: a condensed cyclic core (Formula 1-1) and ligand groups (B1-B4). This segmentation allows the core to maintain its rigid structure for spectral stability while ligands provide functional properties, reducing unwanted intermolecular interactions that cause energy loss.

Inventive Principle:

Principle #1Segmentation

Solution Approach 2:

The patent creates a composite molecular structure combining a condensed cyclic core with specific ligand groups. This composite approach enables the molecule to simultaneously achieve high singlet conversion efficiency (reducing energy loss) and maintain characteristic blue light emission spectrum through the stable core structure.

Inventive Principle:

Principle #40Composite materials

2Productivity

If intermolecular interactions are increased to enhance energy transfer, then energy transfer efficiency improves, but excimer formation increases and blue light emission spectrum is lost

Engineering Contradiction:

Improveenergy transfer efficiencyVSAvoidexcimer formation

Core Design Contradiction:

ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies local quality by creating specific spatial arrangements where the condensed cyclic core maintains fixed geometry to prevent excimer formation, while ligand groups are positioned to enable controlled energy transfer. The dihedral angle control creates local structural quality that balances energy transfer efficiency with prevention of harmful excimer formation.

Inventive Principle:

Principle #3Local quality

3Ease of manufacture

If molecular structure is simplified for ease of synthesis, then manufacturing cost decreases, but control over dihedral angle and singlet conversion efficiency is reduced

Engineering Contradiction:

Improvesynthesis difficultyVSAvoiddihedral angle control

Core Design Contradiction:

Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent utilizes parameter changes by systematically varying the dihedral angle between the core and ligands through structural design. This allows optimization of singlet conversion efficiency and energy transfer properties while maintaining a synthesis route that is feasible for manufacturing, balancing structural complexity with manufacturability.

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 the condensed cyclic compound in the organic light-emitting device results in enhanced blue light emission with a singlet conversion efficiency of 40% to 62.5% and minimized energy loss, ensuring high-efficiency delayed fluorescence and maintaining the characteristic light-emission spectrum.

Implementation Method 1

allowing for high-efficiency delayed fluorescence by controlling the dihedral angle between the core and ligands

Methodology Applied

Scientific EffectDelayed fluorescence: Fluorescence

Implementation Method 2

minimizes intermolecular interaction and energy transfer

Methodology Applied

Scientific EffectEnergy transfer:

Implementation Method 3

reducing excimer formation and maintaining blue light emission

Methodology Applied

Scientific EffectExcimer formation:

Implementation Method 4

enhanced blue light emission with a singlet conversion efficiency of 40% to 62.5%

Methodology Applied

Scientific EffectSinglet conversion:

Data Source

PatentUS10873041B2Condensed cyclic compound and organic light-emitting device including the same

Publication Date: 2020.12.22 SAMSUNG DISPLAY CO LTD

AI summary

A condensed cyclic compound that emits high-efficiency delayed fluorescence is provided. The compound may be represented by Formula 1, in which A is a moiety represented by Formula 1-1. In Formula 1-1, X1 may be a carbon or silicon atom linked to B1 and B2, and X2 may be a carbon or silicon atom linked to B3 and B4.When the compound represented by Formula 1 satisfies ES1<2ET1<ET2 (wherein ES1 is the first singlet energy level, ET1 is the first triplet energy level, and ET2 is the second triplet energy level of the condensed cyclic compound), an energy transition to a second triplet state may be disfavored during up-conversion of the condensed cyclic compound from a triplet state to a singlet state through interaction with an adjacent molecule in a triplet energy state.