Mesomeric Radialene Dopant for Organic Semiconductor Matrix

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing organic semiconductive materials face challenges in large-scale production precision, leading to product quality control issues and irregularities in electronic components like OLEDs and solar cells due to difficulties in handling doping agents, which affect conductivity and stability.

Innovation Solution

A doped organic semiconductive matrix material using organic mesomeric radialene compounds as dopants, with specific chemical structures and deuterium substitution, to achieve high conductivity and stability with lower dopant concentrations, improving charge carrier injection and long-term stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional strong electron acceptors (e.g., F4TCNQ) are used as dopants, then high conductivity can be achieved, but manufacturing precision and process control become difficult leading to product quality issues

Engineering Contradiction:
ImproveconductivityVSAvoidprocess control
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent changes the chemical structure parameters of the dopant from conventional strong acceptors to mesomeric radialene compounds with specific substitution patterns (formula I). This structural parameter change results in moderated electron affinity that provides sufficient doping effect while improving processability and manufacturing precision

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite doping system using mesomeric radialene compounds with specific aryl and heteroaryl substitutions (formula I). This composite structure combines the electron-accepting capability with improved thermal and chemical stability, resolving the contradiction between achieving high conductivity and maintaining manufacturing precision

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional dopants are used, then doping effect can be achieved, but handling difficulties lead to irregularities and ageing effects in electronic components

Engineering Contradiction:
Improvedoping effectVSAvoidhandling
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent modifies the physical and chemical parameters of the dopant by using mesomeric radialene compounds with specific molecular structures (formula I). These parameter changes improve volatility control and handling characteristics while maintaining the electron transfer capability necessary for the doping effect

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs dopant molecules with optimized stability characteristics that prevent degradation during handling and device operation. The specific radialene structure with electron-withdrawing groups provides sufficient stability for practical handling without requiring extreme handling conditions

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Adaptability or versatility

If hole transport materials with deep HOMO levels are used, then suitability for OLEDs and solar cells is improved, but stronger dopants are required which exacerbate manufacturing difficulties

Engineering Contradiction:
Improvesuitability for OLEDs and solar cellsVSAvoiddopant control
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The patent changes the electron affinity parameter of the dopant by using mesomeric radialene compounds with specific substitution patterns. This parameter change allows effective doping of deep HOMO materials without requiring excessive dopant strength, thereby maintaining manufacturing precision

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The mesomeric radialene compound acts as an intermediary between the deep HOMO hole transport material and the electrical conductivity requirement. The specific molecular structure (formula I) provides a balanced electron affinity that enables effective charge transfer without the harsh effects of conventional strong acceptors

Inventive Principle:
Principle #24Intermediary (Mediator)

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 solution results in high conductivity, thermal stability, and improved long-term stability of electronic components, enabling efficient doping of previously unsuitable materials and reducing voltage drop in hole transport layers, thus enhancing the performance of OLEDs and solar cells.

Implementation Method 1

The acceptor molecules generate so-called holes by electron transfer processes in electron donor-like base materials

Methodology Applied
Scientific EffectElectron transfer: Redox Reactions

Data Source

PatentEP2684932B8Diarylamino matrix material doped with a mesomeric radialene compound
Publication Date: 2016.12.21 HODOGAYA CHEMICAL CO LTD

AI summary

The present invention relates to a doped organic semiconductive matrix material. In particular, the invention relates to a diarylamino matrix material doped with a mesomeric radialene (also called cyclopropane-1,2,3-triylidiene) compound.