Spiro-Ring Organic Compounds for Balanced OLED Carrier Transport

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Solution Overview

Problem

Phosphorescent host materials in organic electroluminescent devices face deficiencies in luminescence performance, stability, and manufacturing performance, failing to meet the requirements for applications in display devices.

Innovation Solution

An organic compound with a spiro ring structure, featuring electron-donating and electron-withdrawing groups, is developed to enhance thermal stability, film formability, and carrier transport balance, resulting in improved luminescence efficiency and device longevity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional phosphorescent host materials are used, then the device can achieve basic luminescence function, but the luminescence performance, stability, and manufacturing performance are deficient

Engineering Contradiction:
Improvedevice stabilityVSAvoidmanufacturing performance
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies molecular parameters including introducing spiro ring structures, adjusting glass transition temperatures to 80-150°C, and optimizing carrier transport properties to achieve both stability and manufacturability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures combining electron-donating groups (carbazole, triphenylamine) with electron-withdrawing groups (pyridine, cyano), forming materials that simultaneously achieve high stability, good luminescence performance, and excellent processing characteristics

Inventive Principle:
Principle #40Composite materials

2Productivity

If the carrier transport rate is increased, then the luminescence efficiency can be improved, but the carrier transport balance may be disrupted

Engineering Contradiction:
Improvecarrier transport rateVSAvoidcarrier transport balance
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent introduces different functional groups at specific positions in the molecule: electron-donating groups (carbazole, triphenylamine) at certain positions and electron-withdrawing groups (pyridine, cyano) at others, creating local electronic property variations that balance overall carrier transport while maintaining high transport rates

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent optimizes molecular parameters including HOMO/LUMO energy levels, carrier mobility ratios, and glass transition temperatures to simultaneously achieve high carrier transport rates and balanced electron-hole transport for improved luminescence efficiency

Inventive Principle:
Principle #35Parameter changes

3Illumination intensity

If the concentration of phosphorescent host material is increased, then the luminescence intensity can be enhanced, but concentration quenching effect occurs

Engineering Contradiction:
Improveluminescence intensityVSAvoidconcentration quenching
Core Design Contradiction:
Illumination intensityVSLoss of energy

Solution Approach 1:

The patent introduces spiro ring structures with three-dimensional curved geometries that prevent planar stacking and aggregation of molecules, thereby eliminating concentration quenching effects while maintaining high luminescence intensity even at elevated concentrations

Inventive Principle:
Principle #14Spheroidality (Curvature)

Solution Approach 2:

The patent combines spiro ring structures with electron-donating and electron-withdrawing groups to create composite molecules that simultaneously achieve high luminescence intensity, reduced concentration quenching, and improved carrier transport properties

Inventive Principle:
Principle #40Composite materials

4Temperature

If the glass transition temperature is increased, then the thermal stability is improved, but the film formability may be affected

Engineering Contradiction:
Improveglass transition temperatureVSAvoidfilm formability
Core Design Contradiction:
TemperatureVSEase of manufacture

Solution Approach 1:

The patent optimizes the glass transition temperature parameter to a specific range (80-150°C) that simultaneously provides high thermal stability for device operation and maintains adequate film formability during vacuum evaporation and other manufacturing processes

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 organic compound achieves lower turn-on voltage, higher current efficiency, and extended device lifetime by facilitating balanced hole and electron transport, reducing concentration quenching and efficiency roll-off.

Implementation Method 1

The organic compound has a relatively high carrier transport rate and balanced carrier transport performance, which is conducive to the balance of hole and electron transport in the device

Methodology Applied
Scientific EffectElectron transport: Conduction (electrical)

Implementation Method 2

fluorescence is the radiative decay and transition of singlet excitons

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Implementation Method 3

phosphorescence is light emitted during the radiative decay of triplet excitons to a ground state

Methodology Applied
Scientific EffectPhosphorescence: Phosphorescence

Data Source

PatentUS12414464B2Organic compound and application thereof
Publication Date: 2025.09.09 WUHAN TIANMA MICRO ELECTRONICS CO LTD
  • US12414464B2 patent drawing
  • US12414464B2 patent drawing
  • US12414464B2 patent drawing

AI summary

Provided are an organic compound and an application thereof The organic compound of the present disclosure has a structure similar to a spiro ring. The structure can enable the compound to obtain relatively high thermal stability and a relatively high glass transition temperature Tg. The skeleton has an electron-donating ability, and a group having an electron withdrawing ability is linked to the skeleton so that the skeleton has the electron withdrawing ability, which is more conducive to the transport and recombination of electrons and holes in this region. The compound having the structure similar to the spiro ring also has suitable steric distortion and can reduce a molecular acting force and intermolecular stacking, which is conducive to reducing concentration quenching and efficiency roll-off and preparing an organic light-emitting diode (OLED) device. Therefore, the compound of the present disclosure also enables the device to achieve a longer lifetime.