Fused Polycyclic Heteroaromatic Compounds for Solution-Processed Organic Semiconductors

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Solution Overview

Problem

Current organic semiconductor materials for thin film transistors face challenges with charge mobility and processability, with polymer materials having low mobility and high off-state leakage, and low-molecular-weight materials requiring expensive vacuum deposition for high mobility but poor processability for large-area formation.

Innovation Solution

A fused polycyclic heteroaromatic compound with a compact planar structure and nitrogen-containing aromatic rings is developed, enabling high charge mobility and room-temperature solution processing, which can be used in organic thin films for electronic devices, such as transistors, OLEDs, and solar cells.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If polymer organic material is used as organic semiconductor material, then processability is improved, but charge mobility is reduced and off-state leakage current increases

Engineering Contradiction:
ImproveprocessabilityVSAvoidcharge mobility
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The invention changes the molecular weight parameter from polymer (high molecular weight) to low-molecular-weight compound, while simultaneously optimizing the chemical structure (introducing nitrogen-containing aromatic rings and specific molecular geometry) to achieve both high charge mobility and solution processability. This parameter change resolves the contradiction by finding an optimal point between polymer and small molecule extremes.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If low-molecular-weight organic material like pentacene is used, then charge mobility is improved, but expensive vacuum deposition equipment is required and large-area formation is difficult

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

Solution Approach 1:

The invention changes the chemical composition parameter by introducing nitrogen-containing aromatic rings (such as pyridine, pyrimidine, triazine structures) into the low-molecular-weight semiconductor material. This compositional change enhances molecular packing and intermolecular interactions, enabling both high charge mobility and compatibility with solution processing methods, thus resolving the contradiction between performance and manufacturability.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If vacuum deposition process is used for low-molecular-weight material, then thin film formation is achieved, but manufacturing cost increases and large-area formation is limited

Engineering Contradiction:
Improvethin film formationVSAvoidmanufacturing cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The invention replaces the vacuum deposition mechanical system with a solution processing system. The semiconductor material is dissolved in organic solvent to form ink solution, which can be deposited using low-cost techniques such as spin coating, inkjet printing, or slot-die coating. This substitution maintains thin film formation capability while dramatically reducing equipment cost and enabling large-area manufacturing.

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

Data Source

PatentUS10553798B2Fused polycyclic heteroaromatic compound, organic thin film including compound and electronic device including organic thin film
Publication Date: 2020.02.04 SAMSUNG ELECTRONICS CO LTD
  • US10553798B2 patent drawing
  • US10553798B2 patent drawing
  • US10553798B2 patent drawing

AI summary

A fused polycyclic heteroaromatic compound is represented by one of Chemical Formula 1, 2A and 2B.