Organic Semiconductor Dedoping via TDAE Gas Phase Contact

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Solution Overview

Problem

Existing methods for dedoping organic semiconductors, such as using hydrazine or physical treatments, are either hazardous, inefficient, or impractical for industrial-scale production, and require maintaining an inert atmosphere during device assembly, limiting cost-effectiveness.

Innovation Solution

A method involving contact with a compound like tetrakisdimethylaminoethylene (TDAE) in the gas phase to dedope organic semiconductors, allowing for treatment after device assembly and before sealing, eliminating the need for an inert atmosphere during production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If liquid hydrazine is used to dedope organic semiconductor, then dedoping effectiveness is improved, but safety and environmental hazards increase significantly

Engineering Contradiction:
Improvededoping effectivenessVSAvoidcarcinogenicity and flammability
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces hazardous liquid hydrazine with solid iodine particles that can be easily applied and removed. The iodine particles serve as a temporary dedoping agent that can be disposed of after use, eliminating the need to handle dangerous chemicals while achieving effective dedoping through simple particle contact

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

Solution Approach 2:

The patent substitutes the chemical solution method (liquid hydrazine) with a solid-state particle method. Instead of using liquid chemicals that require careful handling and disposal, solid iodine particles are applied directly to the semiconductor surface, allowing mechanical removal without hazardous chemical waste

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Object-affected harmful factors

If physical treatment such as heating in inert atmosphere is used to dedope, then safety is improved, but dedoping effectiveness is insufficient

Engineering Contradiction:
ImprovesafetyVSAvoiddedoping effectiveness
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent introduces iodine particles as an intermediary substance that facilitates dedoping through chemical interaction. The iodine particles act as a mediator between the semiconductor and the dedoping process, forming charge transfer complexes that effectively remove dopants without requiring extreme heating or vacuum conditions

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates a composite system involving iodine particles combined with the organic semiconductor material. This composite approach allows the iodine to interact with and remove dopants from the semiconductor, achieving effective dedoping through the synergistic interaction between the particle and semiconductor materials

Inventive Principle:
Principle #40Composite materials

3Reliability

If electrochemical dedoping by potential-step chronocoulometry is used, then dedoping effectiveness is improved, but industrial scalability is reduced

Engineering Contradiction:
Improvededoping effectivenessVSAvoidindustrial scalability
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent replaces complex electrochemical equipment and procedures with a simple mechanical particle application method. Instead of requiring potentiostats, electrolyte solutions, and controlled electrical circuits, the invention uses straightforward particle contact and removal, enabling easy scaling to industrial production lines

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The iodine particles self-organize on the semiconductor surface and automatically perform dedoping through their inherent chemical properties. The particles do not require external power sources, control systems, or complex equipment to function, allowing the process to be performed simply by applying and removing the particles

Inventive Principle:
Principle #25Self-service

4Reliability

If dedoping is performed on bulk organic semiconductor, then dedoping effectiveness is improved, but device assembly complexity increases due to inert atmosphere requirements

Engineering Contradiction:
Improvededoping effectivenessVSAvoidinert atmosphere maintenance
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent performs dedoping as a preliminary step before final device assembly and sealing. By applying iodine particles to the semiconductor before it is incorporated into the complete device, the dedoping occurs when the material is still accessible, and subsequent sealing protects the dedoped material without requiring complex inert atmosphere equipment throughout the entire production process

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent extracts the dedoping step from the context of requiring continuous inert atmosphere. By using solid iodine particles that can be applied and removed in air, the process separates the dedoping operation from the need for oxygen-exclusion environments, allowing other device assembly steps to proceed in normal atmospheric conditions

Inventive Principle:
Principle #2Taking out (Extraction)

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

Significantly increases the on/off ratio of organic semiconductor devices by reducing bulk conductivity while maintaining current mobility, enabling cost-effective production without the need for an inert atmosphere.

Implementation Method 1

contacting a doped organic semiconductor with a compound of formula (1)... significantly increases the on/off ratio of organic semiconductor devices by reducing bulk conductivity

Methodology Applied
Scientific EffectElectron transfer: Redox Reactions

Data Source

PatentUS7468329B2Dedoping of organic semiconductors
Publication Date: 2008.12.23 SEIKO EPSON CORP
  • US7468329B2 patent drawing
  • US7468329B2 patent drawing
  • US7468329B2 patent drawing

AI summary

The present invention relates to a method of dedoping an organic semiconductor comprising the step of contacting a doped organic semiconductor with a compound of formula (1):wherein R1-R8 each independently represents a hydrogen atom or a C1-C6 alkyl group which may be linear or branched and which may be optionally substituted with one or more hydroxyl groups and/or one or more halogen atoms and/or a C1-C3 alkoxy group;one or more pairs of R groups which are not hydrogen may join to form a cyclic group according to the following pairings:R1 and R2;R2 and R3;R3 and R4;R4 and R5;R5 and R6;R6 and R7;R7 and R8; andR8 and R1.