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

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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 languageEnglish
Pages (from-to)2775-2786
Number of pages12
JournalTetrahedron
Volume74
Issue number22
Early online date17 Apr 2018
DOIs
Publication statusPublished - 31 May 2018

Fingerprint

Thiophenes
Coloring Agents
Acids
Cross Reactions
Salts
Crystal structure
Dye-sensitized solar cells
azulene

Keywords

  • Azulene
  • Cross-coupling
  • DSSC
  • Radical stabilization
  • Solar cell
  • Sulfonium

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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’ 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",
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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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