Spirofluorene Derivative Hole Transporting Layer

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Solution Overview

Problem

Current light-emitting devices using organic compounds face challenges with materials for hole transporting layers, requiring high glass transition temperature (Tg) and energy gap to prevent excitation energy transfer and maintain light-emitting efficiency and color purity, but few materials meet these criteria effectively.

Innovation Solution

A spirofluorene derivative with specific structural formulas is introduced, offering high Tg and wide energy gap, suitable for hole transporting layers to enhance heat resistance and light-emitting efficiency while preventing energy transfer from adjacent layers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If NPB is used as a hole transporting material to increase glass transition temperature, then heat resistance is improved, but energy gap is reduced causing excitation energy transfer from light-emitting layer

Engineering Contradiction:
Improveglass transition temperatureVSAvoidenergy gap
Core Design Contradiction:
TemperatureVSLoss of energy

Solution Approach 1:

The patent modifies the molecular structure of hole transporting materials by introducing spirofluorene derivatives with specific substituents (R1-R6 groups) to simultaneously achieve high glass transition temperature and large energy gap, resolving the trade-off between heat resistance and energy gap

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite hole transporting materials combining spirofluorene core structure with various aromatic substituents to achieve both high thermal stability and large energy gap, preventing excitation energy transfer while maintaining heat resistance

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If hole transporting layer with small energy gap is used, then material flexibility is improved, but light-emitting efficiency is degraded due to excitation energy transfer

Engineering Contradiction:
Improvematerial flexibilityVSAvoidlight-emitting efficiency
Core Design Contradiction:
Adaptability or versatilityVSLoss of energy

Solution Approach 1:

The patent optimizes the energy gap parameter of hole transporting materials by selecting specific spirofluorene derivatives with appropriate substituents to ensure the energy gap is larger than that of the light-emitting layer, preventing excitation energy transfer while maintaining material flexibility for device fabrication

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS10056559B2Spirofluorene derivative, material for light-emitting element, light-emitting element, light-emitting device, and electronic device
Publication Date: 2018.08.21 SEMICON ENERGY LAB CO LTD
  • US10056559B2 patent drawing
  • US10056559B2 patent drawing
  • US10056559B2 patent drawing

AI summary

It is an object of the present invention to provide a material having a high Tg and a wide energy gap. The present invention provides a spirofluorene derivative represented by General Formula 1. (In the formula, R1 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a group represented by General Formula 2. Each of R2 and R3 is either hydrogen or an alkyl group having 1 to 4 carbon atoms and may be identical or different. R4 is an aryl group having 6 to 15 carbon atoms. Each of R5 and R6 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 15 carbon atoms and may be identical or different.)