Cobalt Complex Dopants for Organic Semiconductors

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Solution Overview

Problem

Current dopants for organic hole transporting materials in electrochemical devices face challenges such as low solubility in organic solvents, stability issues, and propensity for side reactions, which affect the performance and reproducibility of solar cells and other devices, while also being costly and potentially toxic.

Innovation Solution

Development of novel transition metal complexes, particularly cobalt-based complexes with specific ligand structures, that can be used as dopants to enhance the conductivity and charge carrier mobility of organic charge transporting materials, offering adjustable solubility and stability, and preventing undesired side reactions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional dopants are used for organic hole transporting materials, then doping function is achieved, but solubility in organic solvents is low and stability issues occur

Engineering Contradiction:
Improvedoping functionVSAvoidsolubility and stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical structure parameters of dopants by introducing transition metal complexes with specific ligands (bipyridine, phenanthroline derivatives) to improve solubility in organic solvents while maintaining doping function. The metal center and ligand combination creates new chemical properties that resolve the solubility-stability contradiction.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite dopant structures combining transition metal centers with organic ligands containing heteroatoms (N, O, S). This composite approach allows the metal complex to provide redox activity for doping while the organic ligand framework provides solubility and stability in organic media.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional dopants are used, then doping is achieved, but side reactions occur and device performance is reduced

Engineering Contradiction:
Improvedoping functionVSAvoidside reactions
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The transition metal complex dopants create a more chemically inert doping environment compared to conventional organic dopants. The coordination sphere of the metal center protects against unwanted side reactions while maintaining the necessary redox activity for hole transport material doping.

Inventive Principle:
Principle #39Inert atmosphere (Inert environment)

Solution Approach 2:

The patent employs transition metal complexes that can be easily synthesized and replaced if needed, providing a cost-effective solution that reduces device performance issues caused by side reactions. The metals (Cu, Co, Ni, Zn) are abundant and the complexes can be designed for single-use or limited-life applications.

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

3Reliability

If vacuum deposition techniques are used to apply dopants, then interface doping is achieved, but the process is complex and solubility is low

Engineering Contradiction:
Improveinterface dopingVSAvoiddeposition process
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the physical state parameters of dopants from vacuum-depositable materials to solution-processable materials. The transition metal complexes are designed to dissolve in common organic solvents, enabling simple solution-based deposition methods that replace complex vacuum deposition techniques.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the mechanical vacuum deposition process with a chemical solution-based application process. Instead of physically depositing material through vacuum, the dopant is applied as a solution that can be deposited by simple coating methods, then dried to form the functional layer.

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

4Reliability

If dopants with high conductivity enhancement are used, then charge carrier mobility increases, but cost increases and toxicity may occur

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoidcost and toxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent employs transition metals (Cu, Co, Ni, Zn) that are abundant, inexpensive, and generally non-toxic compared to rare earth metals or heavy metals. These metals provide sufficient doping function and charge carrier mobility enhancement without the high cost and toxicity associated with conventional high-performance dopants.

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

Solution Approach 2:

The patent optimizes the metal-to-ligand ratio and complex structure to achieve maximum conductivity enhancement with minimum metal content. This reduces both cost and potential toxicity while maintaining the necessary charge carrier mobility for device performance.

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 use of these complexes increases the conductivity and charge carrier mobility of organic materials in a highly reproducible manner, improving device performance, reducing costs, and minimizing environmental impact by providing a non-toxic alternative with adjustable solubility and stability.

Implementation Method 1

The complexes are useful as dopants in electronic hole and/or electron transport layers. It has surprisingly been found that the complexes of the invention are suitable to increase the conductivity and charge carrier mobility of organic charge transporting materials.

Methodology Applied
Scientific EffectCharge transfer doping:

Implementation Method 2

the complexes of the invention are suitable to increase the conductivity and charge carrier mobility of organic charge transporting materials

Methodology Applied
Scientific EffectCharge carrier transport: Conduction (electrical)

Data Source

PatentUS10038150B2Metal complexes for use as dopants and other uses
Publication Date: 2018.07.31 ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL)
  • US10038150B2 patent drawing
  • US10038150B2 patent drawing
  • US10038150B2 patent drawing

AI summary

The invention relates to electrochemical devices comprising complexes of cobalt comprising at least one ligand with a 5- or six membered, N-containing heteroring. The complex are useful as p- and n-dopants, as over of electrochemical devices, in particular in organic semiconductors. The complexes are further useful as over-discharge prevention and overvoltage protection agents.