NDT-Based Semiconductors for Solution-Processable Organic Devices

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Solution Overview

Problem

Existing organic semiconductor-based devices, such as OTFTs, OLETs, OLEDs, and OPVs, face challenges in commercial feasibility due to limitations in processability, particularly insolubility issues that hinder printing methodologies, despite achieving acceptable carrier mobilities.

Innovation Solution

Development of polymeric and molecular semiconductors with a 5,10-dialkoxynaphtho[2,3-b:6,7-b']dithiophene (NDT) moiety that exhibit excellent charge transport characteristics, low temperature processability, and solubility in common solvents, enabling high-performance field-effect devices and efficient fabrication of organic semiconductor-based devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If highly crystalline materials like pentacene are used to achieve high carrier mobility, then hole mobility is improved (>5 cm²/V·s), but processability deteriorates due to insolubility preventing printing methodologies

Engineering Contradiction:
Improvehole mobilityVSAvoidprocessability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the molecular structure of semiconductor materials by introducing soluble side chains and modifying crystal packing arrangements, thereby changing physical parameters such as solubility and processability while maintaining or improving charge transport properties. This allows materials to be processed from solution while retaining high carrier mobility.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite organic semiconductor systems that combine highly mobile charge carriers with soluble matrix materials or functional side chains. These composite structures enable both high performance and solution processability, resolving the contradiction between mobility and manufacturability.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional organic semiconductors are used to achieve acceptable carrier mobilities, then device performance is improved, but commercial feasibility deteriorates due to insolvency hindering printing methodologies

Engineering Contradiction:
Improvecarrier mobilityVSAvoidcommercial feasibility
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent systematically modifies material parameters including molecular weight, side chain length, and functional group composition to optimize both performance and processability. These parameter changes enable scaling to commercial production while maintaining device performance requirements.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops semiconductor materials with multiple functional capabilities: high carrier mobility for performance, solubility for processing, and compatibility with various deposition methods. This multi-functionality makes the materials suitable for commercial manufacturing across different production methodologies.

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

3Ease of manufacture

If polymeric or molecular semiconductors are developed to improve processability, then solubility is improved, but device performance may deteriorate compared to highly crystalline materials

Engineering Contradiction:
ImprovesolubilityVSAvoiddevice performance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent introduces soluble side chains and functional groups at specific locations on the semiconductor backbone without disrupting the core charge transport pathways. This local modification approach maintains high mobility in the crystalline domains while improving overall solubility and processability.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent segments the semiconductor molecule into distinct functional regions: a rigid core for charge transport and flexible side chains for solubility. This segmentation allows each region to optimize its function independently, achieving both high performance and processability.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentUS9240556B2Semiconducting compounds and devices incorporating same
Publication Date: 2016.01.19 NORTHWESTERN UNIV
  • US9240556B2 patent drawing
  • US9240556B2 patent drawing
  • US9240556B2 patent drawing

AI summary

Disclosed are molecular and polymeric compounds having desirable properties as semiconducting materials. Such compounds can exhibit desirable electronic properties and possess processing advantages including solution-processability and/or good stability. Organic transistor and photovoltaic devices incorporating the present compounds as the active layer exhibit good device performance.