Perylene Semiconductors for High Mobility and Stability

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Solution Overview

Problem

Existing organic optoelectronic devices face challenges in achieving high charge carrier mobility and stability under ambient conditions, particularly in p-type and n-type semiconductor materials, which are essential for high-speed performance and cost-effective processing.

Innovation Solution

Development of perylene-based semiconducting compounds with good charge transport characteristics, chemical stability, low-temperature processability, and large solubility in common solvents, enabling the creation of high-performance field effect devices such as thin film transistors with improved electron mobilities and current on-off ratios.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If conventional organic semiconductor materials are used, then device fabrication can be performed, but charge carrier mobility is insufficient for high-speed performance

Engineering Contradiction:
Improvecharge carrier mobilityVSAvoiddevice performance stability
Core Design Contradiction:
SpeedVSReliability

Solution Approach 1:

The patent modifies the molecular structure of perylene compounds by introducing specific substituents (fluorine atoms, alkyl chains, and heteroaryl groups) to optimize charge carrier mobility. The fluorine substitution at positions 2 and 7 of the perylene core, combined with appropriate side chains, achieves high electron mobility while maintaining ambient stability, directly resolving the contradiction between speed and reliability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite semiconductor materials by combining perylene core structures with various functional groups and side chains. These composite molecular structures achieve both high charge carrier mobility and environmental stability, simultaneously satisfying the requirements for high-speed operation and reliable device performance.

Inventive Principle:
Principle #40Composite materials

2Reliability

If high-performance semiconductor materials are developed, then charge transport characteristics improve, but processing complexity and cost increase

Engineering Contradiction:
Improvecharge transport characteristicsVSAvoidprocessing complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent optimizes molecular parameters to achieve high charge transport characteristics while maintaining solution processability. By carefully selecting substituents and controlling molecular weight through polymerization degree, the materials achieve excellent charge transport properties that can be processed using conventional solution-based techniques, avoiding complex fabrication processes.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces specific functional groups at particular positions on the perylene core to achieve localized optimization of charge transport properties. The fluorine atoms at positions 2 and 7 provide electron withdrawal that enhances charge transport, while side chains at other positions provide solubility and processability, achieving high performance without increasing overall processing complexity.

Inventive Principle:
Principle #3Local quality

3Reliability

If ambient stability is improved, then device operation under ambient conditions is achieved, but charge carrier mobility decreases

Engineering Contradiction:
Improveambient stabilityVSAvoidcharge carrier mobility
Core Design Contradiction:
ReliabilityVSSpeed

Solution Approach 1:

The patent achieves a breakthrough by simultaneously optimizing multiple molecular parameters: fluorine substitution provides ambient stability through strong C-F bonds and electron withdrawal, while the specific arrangement of alkyl chains and heteroaryl groups maintains high charge carrier mobility. This multi-parameter optimization resolves the contradiction between ambient stability and charge carrier mobility.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The perylene-based semiconductor compounds achieve multi-functionality by simultaneously providing ambient stability, high electron mobility, and solution processability within a single molecular structure. The fluorinated perylene core with appropriate side chains delivers all three properties, eliminating the need to trade off between stability and performance.

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

4Adaptability or versatility

If solubility in common solvents is increased, then processing versatility improves, but molecular structure complexity increases

Engineering Contradiction:
Improveprocessing versatilityVSAvoidmolecular structure complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent introduces solubility-enhancing side chains at specific positions on the perylene core without complicating the overall molecular architecture. The alkyl chains and heteroaryl groups are strategically placed to provide solubility in common solvents while maintaining the compact, ordered structure necessary for high charge carrier mobility, achieving processing versatility without excessive structural complexity.

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS9812645B2Perylene-based semiconductors
Publication Date: 2017.11.07 USINVEST LLC
  • US9812645B2 patent drawing
  • US9812645B2 patent drawing
  • US9812645B2 patent drawing

AI summary

The present invention relates to new semiconductor materials prepared from perylene-based compounds. Such compounds can exhibit high carrier mobility and/or good current modulation characteristics. In addition, the compounds of the present teachings can possess certain processing advantages such as solution-processability and/or good stability at ambient conditions.