Fused Polycyclic Heteroaromatic Compound for High Mobility Solution Processing

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Solution Overview

Problem

Existing organic semiconductor materials for thin film transistors face challenges with low charge mobility and increased off-state leakage current, particularly for polymer or oligomer materials, and require expensive vacuum deposition for low-molecular-weight materials, making them unsuitable for large-area films.

Innovation Solution

A fused polycyclic heteroaromatic compound with a compact planar structure, allowing for high charge mobility and improved processibility through either room-temperature solution or deposition processes, is developed, featuring a molecular structure where six or more rings are fused together, enhancing intermolecular packing and solubility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If polymer or oligomer organic materials are used for TFT channel, then solution process may be applied, but charge mobility decreases and off-state leakage current increases

Engineering Contradiction:
Improvesolution processabilityVSAvoidcharge mobility
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The invention changes the molecular weight parameter from high (polymers/oligomers) to low (small molecules), and changes the structural parameter from non-fused to fused polycyclic heteroaromatic structure. This enables the material to achieve high charge mobility (comparable to pentacene) while maintaining solution processability through appropriate side chain engineering

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite structure by combining fused polycyclic heteroaromatic core units with carefully designed side chains (such as alkyl, alkoxy, or aryl groups). This composite approach allows the core to provide high charge mobility through planar stacking, while the side chains provide solubility and processability

Inventive Principle:
Principle #40Composite materials

2Reliability

If low-molecular-weight organic materials like pentacene are used, then high charge mobility is achieved, but expensive vacuum deposition apparatus is required and large-area film formation is difficult

Engineering Contradiction:
Improvecharge mobilityVSAvoidprocessibility
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention introduces soluble side chains as intermediary groups attached to the fused polycyclic heteroaromatic core. These side chains act as mediators that provide solubility in common organic solvents, enabling solution processing methods (spin coating, dip coating, inkjet printing) to be applied while maintaining the high charge mobility characteristic of low-molecular-weight materials

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention replaces the mechanical vacuum deposition system with chemical solution processing methods. By designing fusible polycyclic heteroaromatic compounds with appropriate solubility, the material can be deposited from solution at lower costs and on larger areas, substituting expensive vacuum equipment with simpler solution-based fabrication processes

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Reliability

If dimeric bisbenzodithiophene with fused rings is used, then charge mobility is increased, but processibility and electrical properties need further improvement

Engineering Contradiction:
Improvecharge mobilityVSAvoidprocessibility
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention merges multiple fused heteroaromatic rings into a single compact planar structure (such as triphenylene, pyrene, or perylene cores with additional fused rings). This merging creates a more rigid and planar molecular structure that enhances intermolecular stacking and charge transport, while allowing for systematic optimization of side chains to improve processibility

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The invention introduces dynamic adjustability in the molecular structure by varying the number, position, and type of side chains on the fused polycyclic core. This allows optimization of both processibility (through solubility control) and electrical properties (through packing arrangement control), enabling systematic improvement beyond fixed dimeric structures

Inventive Principle:
Principle #15Dynamics

Data Source

PatentUS8742410B2Fused polycyclic heteroaromatic compound, organic thin film including the compound and electronic device including the organic thin film
Publication Date: 2014.06.03 SAMSUNG ELECTRONICS CO LTD
  • US8742410B2 patent drawing
  • US8742410B2 patent drawing
  • US8742410B2 patent drawing

AI summary

A low-molecular-weight fused polycyclic heteroaromatic compound, an organic thin film and an electronic device including the fused polycyclic heteroaromatic compound, include a compact planar structure in which six or more rings are fused together, and thereby exhibits high charge mobility, and furthermore, enables the use of a deposition process or a room-temperature solution process when applied to devices, therefore realizing improved processibility.