Azulene – Thiophene – Cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and evaluation in dye-sensitized solar cells

Paul Cowper; Adam Pockett; Gabriele Kociok-Köhn; Petra J. Cameron; Simon E. Lewis

doi:10.1016/j.tet.2018.04.043

Azulene – Thiophene – Cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and evaluation in dye-sensitized solar cells

Paul Cowper, Adam Pockett, Gabriele Kociok-Köhn, Petra J. Cameron, Simon E. Lewis

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

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Abstract

We report the synthesis of five new azulene containing dyes, having D-π-A type structures. These dyes are synthesised using a sulfonium salt cross-coupling reaction. The dyes have been evaluated spectroscopically, electrochemically, crystallographically, and as sensitizers in dye-sensitized solar cells. We propose a rationale for the dyes’ spectroscopic properties and performance in cells, based on conformational data derived from their crystal structures.

Original language	English
Pages (from-to)	2775-2786
Number of pages	12
Journal	Tetrahedron
Volume	74
Issue number	22
Early online date	17 Apr 2018
DOIs	https://doi.org/10.1016/j.tet.2018.04.043
Publication status	Published - 31 May 2018

Funding

We thank the University of Bath (for a PhD fee waiver to Paul Cowper) and EPSRC (CDT PhD studentship for Adam Pockett, Grant EP/G03768X/1 ). Appendix A

Keywords

Azulene
Cross-coupling
DSSC
Radical stabilization
Solar cell
Sulfonium

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2018.04.043Licence: CC BY

1-s2.0-S0040402018304320-mainFinal published version, 1.91 MBLicence: CC BY

Cite this

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title = "Azulene – Thiophene – Cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and evaluation in dye-sensitized solar cells",

abstract = "We report the synthesis of five new azulene containing dyes, having D-π-A type structures. These dyes are synthesised using a sulfonium salt cross-coupling reaction. The dyes have been evaluated spectroscopically, electrochemically, crystallographically, and as sensitizers in dye-sensitized solar cells. We propose a rationale for the dyes{\textquoteright} spectroscopic properties and performance in cells, based on conformational data derived from their crystal structures.",

keywords = "Azulene, Cross-coupling, DSSC, Radical stabilization, Solar cell, Sulfonium",

author = "Paul Cowper and Adam Pockett and Gabriele Kociok-K{\"o}hn and Cameron, \{Petra J.\} and Lewis, \{Simon E.\}",

year = "2018",

month = may,

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doi = "10.1016/j.tet.2018.04.043",

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journal = "Tetrahedron",

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T1 - Azulene – Thiophene – Cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and evaluation in dye-sensitized solar cells

AU - Cowper, Paul

AU - Pockett, Adam

AU - Kociok-Köhn, Gabriele

AU - Cameron, Petra J.

AU - Lewis, Simon E.

PY - 2018/5/31

Y1 - 2018/5/31

N2 - We report the synthesis of five new azulene containing dyes, having D-π-A type structures. These dyes are synthesised using a sulfonium salt cross-coupling reaction. The dyes have been evaluated spectroscopically, electrochemically, crystallographically, and as sensitizers in dye-sensitized solar cells. We propose a rationale for the dyes’ spectroscopic properties and performance in cells, based on conformational data derived from their crystal structures.

AB - We report the synthesis of five new azulene containing dyes, having D-π-A type structures. These dyes are synthesised using a sulfonium salt cross-coupling reaction. The dyes have been evaluated spectroscopically, electrochemically, crystallographically, and as sensitizers in dye-sensitized solar cells. We propose a rationale for the dyes’ spectroscopic properties and performance in cells, based on conformational data derived from their crystal structures.

KW - Azulene

KW - Cross-coupling

KW - DSSC

KW - Radical stabilization

KW - Solar cell

KW - Sulfonium

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EP - 2786

JO - Tetrahedron

JF - Tetrahedron

IS - 22

ER -

Azulene – Thiophene – Cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and evaluation in dye-sensitized solar cells

Abstract

Funding

Keywords

ASJC Scopus subject areas

Access to Document

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Fingerprint

Electrospray Time-of-Flight Mass Spectrometer (Open-Access)

MC2- X-ray diffraction (XRD)

Propulse 500 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (1South)

Cite this

Azulene – Thiophene – Cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and evaluation in dye-sensitized solar cells

Abstract

Funding

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Equipment

Electrospray Time-of-Flight Mass Spectrometer (Open-Access)

MC2- X-ray diffraction (XRD)

Propulse 500 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (1South)

Cite this