N-dopant Precursor for Organic Semiconductor Stability

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Solution Overview

Problem

Existing methods for doping organic semiconductive materials face challenges such as high diffusion coefficients and reactivity of inorganic dopants, sensitivity to atmospheric substances of molecular dopants, and difficulties in synthetic access and stability, limiting their effectiveness and applicability.

Innovation Solution

The use of a precursor n-dopant with a labile bond that is irreversibly cleaved upon excitation, releasing a 7π electron intermediate radical which forms a stable cation and radical anion, offering high dopant strength and stability against oxygen and moisture, with modifiable synthesis routes and application in various electronic and optoelectronic components.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If inorganic dopants (alkali metals, alkaline earth metals, or Lewis acids) are used to dope organic semiconductive materials, then the electrical conductivity is improved, but the diffusion coefficient becomes too high and stability is impaired

Engineering Contradiction:
ImprovestabilityVSAvoidstability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the fundamental parameter of dopant type from inorganic to organic molecular compounds. This parameter change simultaneously improves stability (by eliminating high diffusion coefficients and reactivity issues of inorganic dopants) while maintaining the desired electrical conductivity enhancement through molecular charge transfer mechanisms.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If strong molecular dopants are used to dope organic semiconductive materials, then the dopant strength is improved, but sensitivity to atmospheric substances (oxygen and water) increases

Engineering Contradiction:
Improvedopant strengthVSAvoidsensitivity to atmospheric substances
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by designing molecular dopants with specific structural characteristics - using compounds with localized electron density and appropriate HOMO levels that provide strong doping capability at the molecular level while the overall molecular structure remains stable toward atmospheric substances. This selective optimization of local electronic properties resolves the contradiction between dopant strength and atmospheric stability.

Inventive Principle:
Principle #3Local quality

3Object-affected harmful factors

If precursor compounds are used to release active species through excitation, then the stability against atmospheric substances is improved, but the doping effect becomes relatively small

Engineering Contradiction:
Improvestability against atmospheric substancesVSAvoiddoping effect
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent employs preliminary action by incorporating the dopant function directly into the precursor molecule's ground state electronic structure. The molecular dopant is designed with appropriate HOMO levels and electron density distribution that enable charge transfer to the semiconductor matrix upon excitation, while the stable molecular framework provides atmospheric resistance. This preliminary design of electronic properties resolves the contradiction between stability and doping effectiveness.

Inventive Principle:
Principle #10Preliminary action

4Reliability

If inorganic dopants are used for doping organic semiconductors, then the electrical conductivity is improved, but production difficulties arise due to high vapor pressure and contamination of vacuum systems

Engineering Contradiction:
Improveelectrical conductivityVSAvoidproduction ease
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent replaces persistent inorganic dopants with organic molecular dopants that can be deposited as thin films and remain stable without requiring continuous vacuum system maintenance. The molecular dopants are deposited in a single process step, eliminating the need for ongoing vacuum system protection against contamination, thus improving ease of manufacture while maintaining conductivity enhancement.

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

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

This approach provides a simple and effective method for n-doping organic semiconductive materials with high dopant strength, improved stability, and broad applicability, reducing the need for special handling and enhancing the conductivity and charge transfer in electronic components.

Implementation Method 1

a suitable precursor compound which releases the active species when suitably activated, for example by excitation with light

Methodology Applied
Scientific EffectPhotoexcitation: Photodissociation

Implementation Method 2

Doping in the conductivity sense is characterized by a charge transfer from the dopant to a nearby matrix molecule (n-doping, electron conductivity increased)

Methodology Applied
Scientific EffectElectron transfer: Redox Reactions

Data Source

PatentUS8920944B2Use of a precursor of an N-dopant for doping an organic semiconductive material, precursor and electronic or optoelectronic component
Publication Date: 2014.12.30 NOVALED GMBH
  • US8920944B2 patent drawing
  • US8920944B2 patent drawing
  • US8920944B2 patent drawing

AI summary

Use of a precursor of an n-dopant for doping an organic semiconductive material, as a blocking layer, as a charge injection layer, as an electrode material, as a storage material or as a semiconductor material itself in electronic or optoelectronic components, the precursor being selected from the following formulae 1-3c: