Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film Transistors

Abstract Ruthenium phthalocyanine (RuPcs) are multipurpose compounds characterized by their remarkable reactivity and photoelectronic properties, which yield a broad synthetic scope and easy derivatization at the axial position. However, RuPcs have been underexplored for use in organic thin‐film tra...

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Main Authors: Dr. José García‐Calvo, Rosemary R. Cranston, Dr. Ismael López‐Duarte, Prof. Dr. Tomás Torres, Prof. Dr. Benoît H. Lessard
Format: Article
Language:English
Published: Wiley-VCH 2023-10-01
Series:ChemElectroChem
Subjects:
Online Access:https://doi.org/10.1002/celc.202300286
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author Dr. José García‐Calvo
Rosemary R. Cranston
Dr. Ismael López‐Duarte
Prof. Dr. Tomás Torres
Prof. Dr. Benoît H. Lessard
author_facet Dr. José García‐Calvo
Rosemary R. Cranston
Dr. Ismael López‐Duarte
Prof. Dr. Tomás Torres
Prof. Dr. Benoît H. Lessard
author_sort Dr. José García‐Calvo
collection DOAJ
description Abstract Ruthenium phthalocyanine (RuPcs) are multipurpose compounds characterized by their remarkable reactivity and photoelectronic properties, which yield a broad synthetic scope and easy derivatization at the axial position. However, RuPcs have been underexplored for use in organic thin‐film transistors (OTFTs), and therefore new studies are necessary to provide basic insight and a first approach in this new application. Herein, two novel RuPc derivatives, containing axial pyridine substituents with aliphatic chains (RuPc(CO)(PyrSiC6) (1) and RuPc(PyrSiC6)2 (2), were synthesized, characterized, and tested as the organic semiconductor in OTFTs. RuPc thin‐films were characterized by X‐ray diffraction (XRD), and atomic force microscopy (AFM) to assess film morphology and microstructure. 1 displayed comparable p‐type device performance to other phthalocyanine‐based OTFTs of similar design, with an average field effect mobility of 2.08×10−3 cm2 V−1 s−1 in air and 1.36×10−3 cm2 V−1 s−1 in nitrogen, and threshold voltages from −11 V to −20 V. 2 was found to be non‐functional as the semiconductor in the device architecture used, likely as a result of significant differences in thin‐film formation. The results of this work illustrate a promising starting point for future development of RuPc electronic devices, particularly in this new family of OTFTs.
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spelling doaj.art-8c99209a78094bacbccd68599863442b2023-10-18T05:39:09ZengWiley-VCHChemElectroChem2196-02162023-10-011020n/an/a10.1002/celc.202300286Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film TransistorsDr. José García‐Calvo0Rosemary R. Cranston1Dr. Ismael López‐Duarte2Prof. Dr. Tomás Torres3Prof. Dr. Benoît H. Lessard4Department of Organic Chemistry Campus de Cantoblanco Universidad Autónoma de Madrid 28049 Madrid SpainDepartment of Chemical and Biological Engineering University of Ottawa 161 Louis Pasteur Ottawa CanadaDepartment of Chemistry in Pharmaceutical Sciences Ciudad Universitaria Complutense University of Madrid Ramón y Cajal Square 28040 Madrid SpainDepartment of Organic Chemistry Campus de Cantoblanco Universidad Autónoma de Madrid 28049 Madrid SpainDepartment of Chemical and Biological Engineering University of Ottawa 161 Louis Pasteur Ottawa CanadaAbstract Ruthenium phthalocyanine (RuPcs) are multipurpose compounds characterized by their remarkable reactivity and photoelectronic properties, which yield a broad synthetic scope and easy derivatization at the axial position. However, RuPcs have been underexplored for use in organic thin‐film transistors (OTFTs), and therefore new studies are necessary to provide basic insight and a first approach in this new application. Herein, two novel RuPc derivatives, containing axial pyridine substituents with aliphatic chains (RuPc(CO)(PyrSiC6) (1) and RuPc(PyrSiC6)2 (2), were synthesized, characterized, and tested as the organic semiconductor in OTFTs. RuPc thin‐films were characterized by X‐ray diffraction (XRD), and atomic force microscopy (AFM) to assess film morphology and microstructure. 1 displayed comparable p‐type device performance to other phthalocyanine‐based OTFTs of similar design, with an average field effect mobility of 2.08×10−3 cm2 V−1 s−1 in air and 1.36×10−3 cm2 V−1 s−1 in nitrogen, and threshold voltages from −11 V to −20 V. 2 was found to be non‐functional as the semiconductor in the device architecture used, likely as a result of significant differences in thin‐film formation. The results of this work illustrate a promising starting point for future development of RuPc electronic devices, particularly in this new family of OTFTs.https://doi.org/10.1002/celc.202300286Organic Thin-Film TransistorPhoto-Electrochemical Characterizationp-Type Organic SemiconductorRuthenium PhthalocyanineSolution Processing
spellingShingle Dr. José García‐Calvo
Rosemary R. Cranston
Dr. Ismael López‐Duarte
Prof. Dr. Tomás Torres
Prof. Dr. Benoît H. Lessard
Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film Transistors
ChemElectroChem
Organic Thin-Film Transistor
Photo-Electrochemical Characterization
p-Type Organic Semiconductor
Ruthenium Phthalocyanine
Solution Processing
title Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film Transistors
title_full Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film Transistors
title_fullStr Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film Transistors
title_full_unstemmed Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film Transistors
title_short Soluble Ruthenium Phthalocyanines as Semiconductors for Organic Thin‐Film Transistors
title_sort soluble ruthenium phthalocyanines as semiconductors for organic thin film transistors
topic Organic Thin-Film Transistor
Photo-Electrochemical Characterization
p-Type Organic Semiconductor
Ruthenium Phthalocyanine
Solution Processing
url https://doi.org/10.1002/celc.202300286
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