Conjugated Semiconducting Polymers for OPV Devices

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Solution Overview

Problem

Current organic semiconducting materials for organic photovoltaic devices face challenges in ease of synthesis, mass production, structural organization, film-forming properties, electronic properties, solubility, and stability, particularly requiring materials with low bandgap for improved light harvesting and efficiency.

Innovation Solution

Development of conjugated semiconducting polymers based on 3,7-diaryl-benzo[1,2-b;4,5-b']difuran-2,6-dione or 3,7-diaryl-benzo[1,2-b;4,5-b']dipyrrole-2,6-dione core units, which offer low bandgap, high charge carrier mobility, and solubility, enabling efficient light harvesting and device performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional organic semiconducting materials are used, then device manufacturing is possible, but synthesis difficulty and production complexity increase

Engineering Contradiction:
Improveease of synthesisVSAvoidsynthesis complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The polymer is divided into distinct functional segments: electron-accepting units (benzodifuranone/benzodipyrrolidone cores) and electron-donating aryl units (Ar1 and Ar2). This segmentation allows independent optimization of each unit's properties and simplifies the overall synthesis strategy by enabling modular assembly through established coupling reactions.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The benzodifuranone and benzodipyrrolidone core structures serve multiple functions simultaneously: they act as electron-accepting units for charge separation, provide structural organization for film formation, and enable solution processing through their chemical structure. This multi-functionality reduces the need for separate components and simplifies the overall material system.

Inventive Principle:
Principle #6Universality (Multi-functionality)

2Reliability

If polymer structures are optimized for electronic properties, then charge carrier mobility improves, but solubility and processability deteriorate

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoidsolubility and processability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

Different regions of the polymer chain are assigned different properties: the core units (benzodifuranone/benzodipyrrolidone) provide electron-accepting capability and structural organization for high charge carrier mobility, while the peripheral aryl units (Ar1 and Ar2) provide solubility and processability. This local differentiation allows simultaneous optimization of both electronic properties and processability.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The polymer combines electron-accepting units with electron-donating aryl units to create a composite structure that exhibits both high charge carrier mobility (from the organized core units) and good solubility (from the aryl side chains). This composite approach enables independent optimization of electronic and processing properties.

Inventive Principle:
Principle #40Composite materials

3Productivity

If bandgap is reduced for improved light harvesting, then photovoltaic efficiency increases, but oxidative stability decreases

Engineering Contradiction:
Improvelight harvesting efficiencyVSAvoidoxidative stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The bandgap is optimized by adjusting the chemical parameters of the aryl units (Ar1 and Ar2) attached to the benzodifuranone/benzodipyrrolidone core. By selecting specific aryl groups with appropriate electron-donating capabilities, the bandgap is reduced for improved light harvesting while the overall molecular structure maintains oxidative stability through the robust core units.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The polymer combines electron-accepting units with electron-donating aryl units to create a composite structure that exhibits both high charge carrier mobility (from the organized core units) and good solubility (from the aryl side chains). This composite approach enables independent optimization of electronic and processing properties.

Inventive Principle:
Principle #40Composite materials

4Productivity

If solution processing is used for manufacturing, then production cost and scalability improve, but material solubility requirements increase

Engineering Contradiction:
Improvemanufacturing scalabilityVSAvoidsolubility requirements
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

Different regions of the polymer chain are assigned different properties: the core units (benzodifuranone/benzodipyrrolidone) provide electron-accepting capability and structural organization for high charge carrier mobility, while the peripheral aryl units (Ar1 and Ar2) provide solubility and processability. This local differentiation allows simultaneous optimization of both electronic properties and processability.

Inventive Principle:
Principle #3Local quality

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 polymers demonstrate improved processability, high oxidative stability, and enhanced charge transport properties, leading to higher efficiency and stability in organic electronic devices, particularly in organic photovoltaic cells.

Implementation Method 1

there is a need for OSC materials having a low bandgap, which enable improved light harvesting by the photoactive layer

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Implementation Method 2

exhibit good electronic properties, especially a high charge carrier mobility

Methodology Applied
Scientific EffectCharge carrier transport: Conduction (electrical)

Data Source

PatentUS9287504B2Semiconducting polymers
Publication Date: 2016.03.15 RAYNERGY TEK INC
  • US9287504B2 patent drawing
  • US9287504B2 patent drawing
  • US9287504B2 patent drawing

AI summary

The invention relates to novel polymers containing repeating units based on benzodifuran, benzodipyrrole or benzodithiophene, monomers and methods for their preparation, their use as semiconductors in organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices, and to OE and OPV devices comprising these polymers.