N-Functionalized Diimide Semiconductors for Stable Solution Processing

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Solution Overview

Problem

Current organic semiconductors, particularly n-type materials, face limitations in stability and solubility, restricting their use in manufacturing processes and device applications due to poor environmental stability and limited solubility in common solvents.

Innovation Solution

Development of N-functionalized diimides with specific functional groups that enhance solubility and microstructural ordering, allowing for solution-phase processing and improved charge mobility, suitable for use in various electronic devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If n-type organic semiconductor materials are used, then electron mobility and device functionality are improved, but environmental stability deteriorates

Engineering Contradiction:

Improveenvironmental stabilityVSAvoidpoor stability in air

Core Design Contradiction:

ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent modifies the chemical structure of n-type organic semiconductor materials by incorporating specific functional groups and molecular designs that enhance air stability while preserving electron mobility. This involves changing molecular parameters such as adding electron-withdrawing groups, optimizing molecular packing, and tuning HOMO-LUMO energy levels to achieve both stability and functionality.

Inventive Principle:

Principle #35Parameter changes

2Reliability

If n-type organic semiconductor materials are used, then device performance is improved, but solubility in common solvents deteriorates

Engineering Contradiction:

Improvedevice performanceVSAvoidsolubility in common solvents

Core Design Contradiction:

ReliabilityVSEase of manufacture

Solution Approach 1:

The patent introduces solubilizing side chains and functional groups at specific locations on the semiconductor molecule without affecting the core electron-transporting structure. This local modification approach maintains high electron mobility in the molecular core while adding solubility through peripheral groups, enabling solution processing.

Inventive Principle:

Principle #3Local quality

Solution Approach 2:

The patent creates composite molecular structures combining electron-transporting cores with solubilizing moieties, effectively creating a hybrid material that exhibits both high device performance and good solubility in common organic solvents, facilitating low-cost solution-based manufacturing.

Inventive Principle:

Principle #40Composite materials

3Ease of manufacture

If conventional manufacturing processes are used, then production simplicity is maintained, but material compatibility deteriorates

Engineering Contradiction:

Improvemanufacturing process simplicityVSAvoidmaterial compatibility

Core Design Contradiction:

Ease of manufactureVSAdaptability or versatility

Solution Approach 1:

The patent optimizes material properties such as molecular weight, side chain length, and functional group composition to match the requirements of conventional solution-based manufacturing processes like spin-coating, inkjet printing, and roll-to-roll processing, enabling direct integration into existing production lines.

Inventive Principle:

Principle #35Parameter changes

Data Source

PatentUS7902363B2Diimide-based semiconductor materials and methods of preparing and using the same

Publication Date: 2011.03.08 USINVEST LLC

AI summary

Diimide-based semiconductor materials are provided with processes for preparing the same. Composites and electronic devices including the diimide-based semiconductor materials also are provided.