Novel soluble thieno[3,2-b]thiophene fused porphyrazine

Abby Casey; Yang Han; Mark F. Wyatt; Thomas D. Anthopoulos; Martin Heeney

doi:10.1039/c5ra17859b

Novel soluble thieno[3,2-b]thiophene fused porphyrazine

Abby Casey, Yang Han, Mark F. Wyatt, Thomas D. Anthopoulos, Martin Heeney

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

The synthesis of the first soluble thieno[3,2-b]thiophene based porphyrazine (ZnTTPz) is reported from the cyclisation of 2,3-dicyano-5-octylthieno[3,2-b]thiophene. ZnTTPz can be considered the all thiophene analogue of naphthalocyanine. ZnTTPz exhibits a red-shifted absorption in solution and thin film, as well as a reduced band gap in comparison to the thiophene analogue due to an increased conjugation length. Films of ZnTTPz processed from solution exhibit p-type semiconducting behaviour in field-effect transistors with low hysteresis and reasonable charge carrier mobility.

Original language	English (US)
Pages (from-to)	90645-90650
Number of pages	6
Journal	RSC Advances
Volume	5
Issue number	110
DOIs	https://doi.org/10.1039/c5ra17859b
State	Published - Jan 1 2015
Externally published	Yes

Bibliographical note

Generated from Scopus record by KAUST IRTS on 2023-02-14

ASJC Scopus subject areas

General Chemical Engineering
General Chemistry

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10.1039/c5ra17859b

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title = "Novel soluble thieno[3,2-b]thiophene fused porphyrazine",

abstract = "The synthesis of the first soluble thieno[3,2-b]thiophene based porphyrazine (ZnTTPz) is reported from the cyclisation of 2,3-dicyano-5-octylthieno[3,2-b]thiophene. ZnTTPz can be considered the all thiophene analogue of naphthalocyanine. ZnTTPz exhibits a red-shifted absorption in solution and thin film, as well as a reduced band gap in comparison to the thiophene analogue due to an increased conjugation length. Films of ZnTTPz processed from solution exhibit p-type semiconducting behaviour in field-effect transistors with low hysteresis and reasonable charge carrier mobility.",

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AU - Casey, Abby

AU - Han, Yang

AU - Wyatt, Mark F.

AU - Anthopoulos, Thomas D.

AU - Heeney, Martin

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N2 - The synthesis of the first soluble thieno[3,2-b]thiophene based porphyrazine (ZnTTPz) is reported from the cyclisation of 2,3-dicyano-5-octylthieno[3,2-b]thiophene. ZnTTPz can be considered the all thiophene analogue of naphthalocyanine. ZnTTPz exhibits a red-shifted absorption in solution and thin film, as well as a reduced band gap in comparison to the thiophene analogue due to an increased conjugation length. Films of ZnTTPz processed from solution exhibit p-type semiconducting behaviour in field-effect transistors with low hysteresis and reasonable charge carrier mobility.

AB - The synthesis of the first soluble thieno[3,2-b]thiophene based porphyrazine (ZnTTPz) is reported from the cyclisation of 2,3-dicyano-5-octylthieno[3,2-b]thiophene. ZnTTPz can be considered the all thiophene analogue of naphthalocyanine. ZnTTPz exhibits a red-shifted absorption in solution and thin film, as well as a reduced band gap in comparison to the thiophene analogue due to an increased conjugation length. Films of ZnTTPz processed from solution exhibit p-type semiconducting behaviour in field-effect transistors with low hysteresis and reasonable charge carrier mobility.

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JF - RSC Advances

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ER -

Novel soluble thieno[3,2-b]thiophene fused porphyrazine

Abstract

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