Synthesis and properties of end-capped sexithiophenes incorporating the ethylene dithiothiophene unit

Christopher R. Mason; Peter J. Skabara; Domenico Cupertino; John Schofield; Farideh Meghdadi; Berndt Ebner; N. Serdar Sariciftci

doi:10.1039/b415610b

Synthesis and properties of end-capped sexithiophenes incorporating the ethylene dithiothiophene unit

Christopher R. Mason, Peter J. Skabara, Domenico Cupertino, John Schofield, Farideh Meghdadi, Berndt Ebner, N. Serdar Sariciftci

Pure And Applied Chemistry

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

27 Citations (Scopus)

Abstract

Two new end-capped sexithiophene derivatives (10a and 10b) have been synthesised and characterised by absorption spectroscopy, cyclic voltammetry and UV-vis spectroelectrochemistry. Both oligomers undergo two reversible, sequential oxidation processes (10a: E-1(1/2) = +0.61 V, E-2(1/2) + 0.97 V; 10b: E-1(1/2) 5 +0.70 V, E-2(1/2) + 0.91 V vs. Ag/AgCl) and the electronic band gaps of the materials are ca. 2.2 eV (solid state). Sexithiophene 10a has been incorporated as an electron donor material, with C-60 as acceptor, in a bilayer photovoltaic device. The power conversion efficiency is a modest 0.12%, whilst the maximum IPCE at 350 nm gave an external quantum efficiency of ca. 12%.

Original language	English
Pages (from-to)	1446-1453
Number of pages	7
Journal	Journal of Materials Chemistry
Volume	15
Issue number	14
DOIs	https://doi.org/10.1039/b415610b
Publication status	Published - 2005

Keywords

photoinduced electron-transfer
model systems
substituted oligothiophenes
photovoltaic devices
conjugated polymers
films
spectra
blends
raman
c-60

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1039/b415610b

Cite this

@article{46748bcd915a4bc4985968bd1a9a4d61,

title = "Synthesis and properties of end-capped sexithiophenes incorporating the ethylene dithiothiophene unit",

abstract = "Two new end-capped sexithiophene derivatives (10a and 10b) have been synthesised and characterised by absorption spectroscopy, cyclic voltammetry and UV-vis spectroelectrochemistry. Both oligomers undergo two reversible, sequential oxidation processes (10a: E-1(1/2) = +0.61 V, E-2(1/2) + 0.97 V; 10b: E-1(1/2) 5 +0.70 V, E-2(1/2) + 0.91 V vs. Ag/AgCl) and the electronic band gaps of the materials are ca. 2.2 eV (solid state). Sexithiophene 10a has been incorporated as an electron donor material, with C-60 as acceptor, in a bilayer photovoltaic device. The power conversion efficiency is a modest 0.12%, whilst the maximum IPCE at 350 nm gave an external quantum efficiency of ca. 12%.",

keywords = "photoinduced electron-transfer, model systems, substituted oligothiophenes, photovoltaic devices, conjugated polymers, films, spectra, blends, raman, c-60",

author = "Mason, {Christopher R.} and Skabara, {Peter J.} and Domenico Cupertino and John Schofield and Farideh Meghdadi and Berndt Ebner and Sariciftci, {N. Serdar}",

year = "2005",

doi = "10.1039/b415610b",

language = "English",

volume = "15",

pages = "1446--1453",

journal = "Journal of Materials Chemistry",

issn = "0959-9428",

publisher = "Royal Society of Chemistry",

number = "14",

}

TY - JOUR

T1 - Synthesis and properties of end-capped sexithiophenes incorporating the ethylene dithiothiophene unit

AU - Mason, Christopher R.

AU - Skabara, Peter J.

AU - Cupertino, Domenico

AU - Schofield, John

AU - Meghdadi, Farideh

AU - Ebner, Berndt

AU - Sariciftci, N. Serdar

PY - 2005

Y1 - 2005

N2 - Two new end-capped sexithiophene derivatives (10a and 10b) have been synthesised and characterised by absorption spectroscopy, cyclic voltammetry and UV-vis spectroelectrochemistry. Both oligomers undergo two reversible, sequential oxidation processes (10a: E-1(1/2) = +0.61 V, E-2(1/2) + 0.97 V; 10b: E-1(1/2) 5 +0.70 V, E-2(1/2) + 0.91 V vs. Ag/AgCl) and the electronic band gaps of the materials are ca. 2.2 eV (solid state). Sexithiophene 10a has been incorporated as an electron donor material, with C-60 as acceptor, in a bilayer photovoltaic device. The power conversion efficiency is a modest 0.12%, whilst the maximum IPCE at 350 nm gave an external quantum efficiency of ca. 12%.

AB - Two new end-capped sexithiophene derivatives (10a and 10b) have been synthesised and characterised by absorption spectroscopy, cyclic voltammetry and UV-vis spectroelectrochemistry. Both oligomers undergo two reversible, sequential oxidation processes (10a: E-1(1/2) = +0.61 V, E-2(1/2) + 0.97 V; 10b: E-1(1/2) 5 +0.70 V, E-2(1/2) + 0.91 V vs. Ag/AgCl) and the electronic band gaps of the materials are ca. 2.2 eV (solid state). Sexithiophene 10a has been incorporated as an electron donor material, with C-60 as acceptor, in a bilayer photovoltaic device. The power conversion efficiency is a modest 0.12%, whilst the maximum IPCE at 350 nm gave an external quantum efficiency of ca. 12%.

KW - photoinduced electron-transfer

KW - model systems

KW - substituted oligothiophenes

KW - photovoltaic devices

KW - conjugated polymers

KW - films

KW - spectra

KW - blends

KW - raman

KW - c-60

UR - http://www.rsc.org/ej/JM/2005/b415610b.pdf

UR - http://dx.doi.org/10.1039/b415610b

U2 - 10.1039/b415610b

DO - 10.1039/b415610b

M3 - Article

SN - 0959-9428

VL - 15

SP - 1446

EP - 1453

JO - Journal of Materials Chemistry

JF - Journal of Materials Chemistry

IS - 14

ER -

Synthesis and properties of end-capped sexithiophenes incorporating the ethylene dithiothiophene unit

Abstract

Keywords

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this