Organic Thin-Film Transistor Using Low Molecular Weight Chrysene Compounds
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Solution Overview
Problem
Current organic thin-film transistors using polycondensed compounds with thiophene condensed into a chrysene skeleton suffer from low carrier mobility due to poor solubility in organic solvents, which hinders their performance.
Innovation Solution
The use of compounds represented by General Formula (1) or (2), which have a molecular weight of 3,000 or less and specific structural features that enhance solubility and intermolecular interaction, leading to improved carrier mobility in organic semiconductor films.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If polycondensed compounds with thiophene condensed into a chrysene skeleton are used for organic semiconductor films, then the structural complexity and π-conjugation are improved, but the solubility in organic solvents deteriorates, resulting in low carrier mobility
Solution Approach 1:
The compound is divided into a core polycondensed structure (chrysene with thiophene) and separate solubility-enhancing substituents (alkyl, alkoxy, or aryl groups). This segmentation allows the core to provide high carrier mobility through extended π-conjugation while the substituents independently provide solubility without disrupting the core's electronic structure.
Solution Approach 2:
Different parts of the molecule are assigned different functions: the polycondensed core region provides electronic properties (carrier mobility) while the peripheral substituent regions provide solubility properties. This local differentiation resolves the contradiction by optimizing each region for its specific function.
2Ease of manufacture
If the molecular weight of the compound is increased to enhance solubility, then the solubility improves, but the carrier mobility deteriorates due to excessive molecular weight
Solution Approach 1:
The invention optimizes the molecular weight parameter by introducing substituents with specific carbon atom counts (alkyl groups with 1-20 carbons, aryl groups with 6-20 carbons). This parameter control ensures the compound remains light enough for high carrier mobility while the substituents provide sufficient solubility enhancement.
3Reliability
If the π-conjugation of the compound is enlarged by condensing heteroaromatic rings into the chrysene skeleton, then the electronic properties are improved, but the solubility deteriorates due to increased planarity and intermolecular stacking
Solution Approach 1:
The introduction of alkyl, alkoxy, or aryl substituents creates asymmetry in the otherwise planar polycondensed core structure. This asymmetry disrupts excessive intermolecular stacking while preserving the π-conjugation pathway, thereby maintaining carrier mobility while improving solubility.
Data Source
AI summary
An object of the present invention is to provide an organic thin-film transistor which has an organic semiconductor film produced using a compound having an excellent solubility in organic solvents and has an excellent carrier mobility, a compound, a material for an organic thin-film transistor for which the compound is used, a composition for an organic thin-film transistor, a method for manufacturing an organic thin-film transistor, and an organic semiconductor film.An organic thin-film transistor of the present invention contains a compound which is represented by General Formula (1) or General Formula (2) in an organic semiconductor film (organic semiconductor layer) thereof and has a molecular weight of 3,000 or less.In General Formula (1) and General Formula (2), at least one of R5, . . . , or R8 is a group other than a hydrogen atom.