DTPI-Based Organic Semiconductors for OPV Stability

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Solution Overview

Problem

Current organic semiconducting materials for organic electronic devices, such as OTFTs and OPVs, face limitations in device performance due to low thermal, photo, and electrical stability, along with modest charge carrier mobility and bandgap, which hinders their efficiency and scalability.

Innovation Solution

Development of compounds containing 1,3-dithiolo[4,5-d]phthalimide (DTPI) units as electron acceptors, which are incorporated into conjugated polymers to enhance charge carrier mobility, stability, and solubility, facilitating their use in organic electronic devices through solution processing methods.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic semiconducting materials are used, then device fabrication is simple, but device performance is limited due to low charge carrier mobility and stability

Engineering Contradiction:
Improvedevice performanceVSAvoidfabrication complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the chemical structure of organic semiconducting materials by incorporating specific heterocyclic units (triazole, tetrazole, pyrimidine, pyridine) to change electronic parameters such as HOMO/LUMO levels and charge carrier mobility, thereby improving device performance while maintaining solution processability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite semiconducting materials by combining electron-donor units with electron-acceptor units containing heterocyclic rings, forming donor-acceptor copolymers that exhibit enhanced charge carrier mobility and stability compared to conventional materials

Inventive Principle:
Principle #40Composite materials

2Reliability

If low bandgap polymers are used in OPV cells, then power conversion efficiency is improved, but thermal and photo stability are reduced

Engineering Contradiction:
Improvepower conversion efficiencyVSAvoidthermal and photo stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent designs polymers with specific bandgap parameters by incorporating electron-acceptor units with heterocyclic rings, achieving low bandgap (2.0-3.0 eV) for efficient light harvesting while the rigid heterocyclic structure provides enhanced thermal and photo stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses solution-processing techniques to fabricate OPV devices with low-cost materials, achieving high power conversion efficiency through optimized molecular design that balances light absorption and stability without requiring expensive vacuum deposition processes

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

3Reliability

If n-type OSC is used in OTFTs, then charge carrier mobility is enhanced, but oxidative doping occurs leading to reduced device performance

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoidoxidative doping
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent raises the HOMO level of n-type OSC materials by incorporating electron-donor units with heterocyclic acceptor units, creating a higher ionization potential that makes the material more resistant to oxidative doping while maintaining high electron mobility through the conjugated backbone structure

Inventive Principle:
Principle #35Parameter changes

4Ease of manufacture

If conventional OSC materials are used, then solution processing is feasible, but film uniformity and integrity are insufficient for large-scale production

Engineering Contradiction:
Improvesolution processing capabilityVSAvoidfilm uniformity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies the solubility parameters of OSC materials by incorporating heterocyclic units and adjusting side-chain structures, enabling excellent solution processability with common solvents while achieving superior film uniformity and integrity through optimized molecular packing and intermolecular interactions

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11130837B2Organic semiconductors
Publication Date: 2021.09.28 RAYNERGY TEK INC
  • US11130837B2 patent drawing
  • US11130837B2 patent drawing
  • US11130837B2 patent drawing

AI summary

The invention relates to novel compounds containing one or more 1,3-dithiolo[4,5-d]phthalimide (“DTPI”) units, to methods for their preparation preparation and educts or intermediates used therein, to mixtures and formulations containing them, to the use of the compounds, mixtures and formulations as organic semiconductors in organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices and organic photodetectors (OPD), and to OE, OPV and OPD devices comprising these compounds, mixtures or formulations.