Unsymmetrical Benzothiadiazole Complexes for Organic Photovoltaics

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Solution Overview

Problem

Organic photovoltaic devices face challenges with low power conversion efficiency and fill factor due to the morphology of the active layer, which affects charge carrier migration and optical absorption, necessitating a tradeoff between cell thickness and interface complexity.

Innovation Solution

Incorporating an electron transport layer with a molecular complex comprising (AOx)yBO(1-y) and an optional fullerene dopant, along with a polymer layer featuring an unsymmetrical thiophene-based molecular complex, to enhance charge transport and absorption efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If the cell thickness is increased to improve optical absorption efficiency, then the optical absorption efficiency is improved, but the power conversion efficiency deteriorates due to increased resistance

Engineering Contradiction:
Improveoptical absorption efficiencyVSAvoidpower conversion efficiency
Core Design Contradiction:
Use of energy by moving objectVSLoss of energy

Solution Approach 1:

The device is divided into multiple functional layers including electron transport layer, polymer layer, and interfacial charge transport layers. This segmentation allows each layer to be optimized for specific functions (charge transport, light absorption, charge collection) independently, resolving the contradiction between thickness and efficiency by distributing functions across layers rather than relying on a single thick layer

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs composite material structures combining organic polymers with unsymmetrical benzothiadiazole-based molecular complexes, and integrates these with metal oxide electron transport layers. These composite materials provide both high optical absorption and efficient charge transport properties within optimized thickness ranges, achieving power conversion efficiency of 7% or greater without requiring excessive thickness

Inventive Principle:
Principle #40Composite materials

2Loss of energy

If the cell thickness is decreased to reduce resistance, then the power conversion efficiency is improved, but the optical absorption efficiency deteriorates

Engineering Contradiction:
Improvepower conversion efficiencyVSAvoidoptical absorption efficiency
Core Design Contradiction:
Loss of energyVSUse of energy by moving object

Solution Approach 1:

Different layers are designed with locally optimized properties: the electron transport layer uses metal oxides with high electron mobility for efficient charge transport, the polymer layer uses conjugated polymers with high optical absorption coefficients, and interfacial layers use materials with appropriate energy levels for charge extraction. This local optimization allows thin layers to achieve both low resistance and high absorption efficiency

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The composite structure of conjugated polymers with unsymmetrical benzothiadiazole complexes provides synergistic properties where the polymer matrix ensures mechanical stability and optical absorption, while the molecular complexes enhance charge transport. This composite approach achieves high power conversion efficiency in thin-film configurations

Inventive Principle:
Principle #40Composite materials

3Use of energy by moving object

If multiple or highly folded interfaces are introduced to improve optical absorption in thick cells, then the optical absorption efficiency is improved, but the device complexity increases

Engineering Contradiction:
Improveoptical absorption efficiencyVSAvoidinterface complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The device uses a segmented layered structure with distinct functional layers (electron transport layer, polymer layer, interfacial charge transport layers) that can be deposited sequentially using simple planar interfaces. This segmentation achieves high optical absorption through material property optimization rather than complex geometric interfaces, maintaining device simplicity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent optimizes parameters such as layer thickness, material composition, and energy levels to achieve high optical absorption in planar structures. By changing material parameters (e.g., using unsymmetrical benzothiadiazole complexes with specific optical properties) rather than geometric parameters, the device achieves high efficiency without complex folded interfaces

Inventive Principle:
Principle #35Parameter changes

4Loss of energy

If conjugated polymers with high charge carrier mobility are used to improve power conversion efficiency, then the power conversion efficiency is improved, but the device complexity increases due to material synthesis requirements

Engineering Contradiction:
Improvepower conversion efficiencyVSAvoidmaterial synthesis complexity
Core Design Contradiction:
Loss of energyVSDevice complexity

Solution Approach 1:

The patent uses composite materials combining commercially available conjugated polymers with unsymmetrical benzothiadiazole-based molecular complexes. This approach leverages the well-established synthesis routes for conjugated polymers while adding functional molecular complexes that enhance charge transport, achieving high power conversion efficiency without requiring entirely new material synthesis pathways

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes parameters such as the ratio of polymer to molecular complex, processing conditions, and molecular structure parameters of the benzothiadiazole complexes to achieve high charge carrier mobility. By tuning these parameters rather than developing entirely new materials, the patent achieves high efficiency while maintaining reasonable synthesis complexity

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

This configuration significantly increases power conversion efficiency and fill factor, achieving efficiencies of 7% or greater and fill factors of 68% or higher in organic photovoltaic devices.

Implementation Method 1

Solar energy using photovoltaic effect requires active semiconducting materials to convert light into electricity

Methodology Applied
Scientific EffectPhotovoltaic effect: Photovoltaic Effect

Implementation Method 2

The electron transport layer collects and transports electrons mainly generated from the acceptor to the cathode

Methodology Applied
Scientific EffectCharge transport: Conduction (electrical)

Implementation Method 3

The electrons that comprise the π-bonds are delocalized over the whole molecule. The semiconducting properties of the photovoltaic polymers are derived from their delocalized π bonds

Methodology Applied
Scientific EffectElectron delocalization:

Data Source

PatentUS10361370B2Unsymmetrical benzothiadiazole-based molecular complexes in organic photovoltaic devices
Publication Date: 2019.07.23 PHILLIPS 66 CO
  • US10361370B2 patent drawing
  • US10361370B2 patent drawing
  • US10361370B2 patent drawing

AI summary

An organic photovoltaic device comprising an electron transport layer disposed between an anode and a polymer layer. In this organic photovoltaic device the polymer layer can also be disposed between the electron transport layer and a cathode. The electron transport layer comprises (AOx)yBO(1-y) with an optional fullerene dopant. The polymer comprises a molecular complex comprisingwherein X1 and X2 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups; R1, R2, R1′ and R2′ are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups; R3 are selected from the group consisting of alkyl group, alkoxy group, aryl groups and combinations thereof; G is an aryl group; and wherein the thiophene groups are unsymmetrical.