Copper Complex P-Dopants for Organic Semiconductor Hole Conductivity

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Solution Overview

Problem

There is a need for effective p-dopants to increase the number of charge carriers in organic semiconducting matrix materials for organic electronic devices, as existing technologies primarily focus on n-dopants and lack efficient p-dopant solutions.

Innovation Solution

The use of copper complexes, specifically mononuclear or polynuclear copper complexes with Lewis-acidic ligands, as p-dopants in organic electronic devices to enhance hole conductivity and stability, which coordinate with matrix materials to improve charge transport and reduce ohmic losses.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional p-dopants are used to increase hole conductivity, then charge carrier density improves, but material stability deteriorates

Engineering Contradiction:
Improvehole conductivityVSAvoidmaterial stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical parameters of the dopant system by selecting specific p-dopants with appropriate electron affinity values and molecular structures that are compatible with the organic semiconducting matrix. This parameter optimization enables simultaneous achievement of high hole conductivity and material stability, resolving the trade-off between conductivity enhancement and stability maintenance.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If doping concentration is increased to improve conductivity, then charge carrier density increases, but ohmic losses increase

Engineering Contradiction:
ImproveconductivityVSAvoidohmic losses
Core Design Contradiction:
ReliabilityVSLoss of energy

Solution Approach 1:

The patent optimizes the doping concentration parameter to achieve maximum conductivity enhancement with minimal ohmic losses. By carefully controlling the dopant-to-matrix ratio and selecting dopants with optimal electronic properties, the patent achieves high charge carrier density while maintaining low series resistance and minimizing energy losses.

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 copper complexes significantly increase hole conductivity and stability in organic electronic devices, particularly in hole-transport layers, without quenching radiation emission, and are cost-effective, leading to improved device performance and efficiency.

Implementation Method 1

The p-dopant comprises a Lewis-acidic mononuclear or polynuclear copper complex

Methodology Applied
Scientific EffectLewis acid-base interaction: Lewis

Implementation Method 2

the matrix material is a Lewis basic compound which coordinates to free coordination sites of the copper atoms

Methodology Applied
Scientific EffectCoordination chemistry: Chemical Bonding

Data Source

PatentEP2478576B9Organic electronic device and dopant for doping an organic semiconducting matrix material
Publication Date: 2017.09.06 OSRAM OLED
  • EP2478576B9 patent drawingFigure 1~2
  • EP2478576B9 patent drawingFigure 3~4
  • EP2478576B9 patent drawingFigure 5A~5B

AI summary

The present invention provides an organic electronic device, comprising a substrate, a first electrode, arranged on the substrate, at least a first functional organic layer arranged on the first electrode and a second electrode arranged on the first functional organic layer. In the first functional organic layer comprises a matrix material and a p-dopant with regard to the matrix material, wherein the p-dopant comprises a copper complex containing at least one ligand L of the following formula: wherein E1 and E2 may be the same or different and represent oxygen, sulphur, selenium or NR', wherein R represents hydrogen or a substituted or unsubsituted, branched, linear or cylic hydrocarbon and wherein and R' represents hydrogen or a substituted or unsubstituted, branched, linear or cyclic hydrocarbon. The invention further provides a polynuclear copper complex for doping an organic semiconducting matrix material comprising at least two copper atoms, and at least one of said ligand L bridging the two copper atoms.