Synthesis and Characterization of a Poly(1,3-dithienylisothianaphthene) Derivative for Bulk Heterojunction Photovoltaic Cells

D.L. Vangeneugden; D.J.M. Vanderzande; J. Salbeck; P.A. van Hal; R.A.J. Janssen; J.C. Hummelen; C.J. Brabec; S.E. Shaheen; N.S. Sariciftci

doi:10.1021/jp013073t

Synthesis and Characterization of a Poly(1,3-dithienylisothianaphthene) Derivative for Bulk Heterojunction Photovoltaic Cells

D.L. Vangeneugden, D.J.M. Vanderzande, J. Salbeck, P.A. van Hal, R.A.J. Janssen, J.C. Hummelen, C.J. Brabec, S.E. Shaheen, N.S. Sariciftci

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

58 Citations (Scopus)

320 Downloads (Pure)

Abstract

The synthesis of a poly(1,3-dithienylisothianaphthene) (PDTITN) derivative obtained via oxidative polymerization of 5,6-dichloro-1,2-bis(3'-dodecylthienyl)isothianaphthene is described. PDTITN exhibits a band gap of 1.80-1.85 eV. The redox properties of PDTITN were characterized using cyclic voltammetry and spectroelectrochemistry. Photoexcitation of PDTITN results in photoluminescence (PL) in the near-IR region and the formation of a triplet state. In the presence of a methanofullerene (PCBM) as an electron acceptor, PL and triplet formation of PDTITN are quenched. In photovoltaic devices using blends of the polymer with PCBM, the observed incident-photon-to-collected-electron efficiency (IPCE) up to 24% at 400 nm and the 3 orders of magnitude increase of short circuit current as compared to the polymer alone prove the photoactivity of the PDTITN/PCBM blend in the device.

Original language	English
Pages (from-to)	11106 - 11113
Number of pages	8
Journal	The Journal of Physical Chemistry B
Volume	105
Issue number	45
DOIs	https://doi.org/10.1021/jp013073t
Publication status	Published - 2001

Keywords

PHOTOINDUCED ELECTRON-TRANSFER
DONOR-ACCEPTOR HETEROJUNCTIONS
CONJUGATED POLYMERS
FERRIC-CHLORIDE
POLY(ISOTHIANAPHTHENE)
COMPOSITES
PHOTODIODES
CONVERSION
SYSTEMS
MODEL

Access to Document

10.1021/jp013073t

2001VangeneugdenJPCB.pdfFinal publisher's version, 126 KB

Handle.net

Persistent link

Cite this

Vangeneugden, D. L., Vanderzande, D. J. M., Salbeck, J., Hal, P. A. V., Janssen, R. A. J., Hummelen, J. C., Brabec, C. J., Shaheen, S. E., & Sariciftci, N. S. (2001). Synthesis and Characterization of a Poly(1,3-dithienylisothianaphthene) Derivative for Bulk Heterojunction Photovoltaic Cells. The Journal of Physical Chemistry B, 105(45), 11106 - 11113. https://doi.org/10.1021/jp013073t

@article{a75d7e9587154c489f073e922b56ef51,

title = "Synthesis and Characterization of a Poly(1,3-dithienylisothianaphthene) Derivative for Bulk Heterojunction Photovoltaic Cells",

abstract = "The synthesis of a poly(1,3-dithienylisothianaphthene) (PDTITN) derivative obtained via oxidative polymerization of 5,6-dichloro-1,2-bis(3'-dodecylthienyl)isothianaphthene is described. PDTITN exhibits a band gap of 1.80-1.85 eV. The redox properties of PDTITN were characterized using cyclic voltammetry and spectroelectrochemistry. Photoexcitation of PDTITN results in photoluminescence (PL) in the near-IR region and the formation of a triplet state. In the presence of a methanofullerene (PCBM) as an electron acceptor, PL and triplet formation of PDTITN are quenched. In photovoltaic devices using blends of the polymer with PCBM, the observed incident-photon-to-collected-electron efficiency (IPCE) up to 24% at 400 nm and the 3 orders of magnitude increase of short circuit current as compared to the polymer alone prove the photoactivity of the PDTITN/PCBM blend in the device.",

keywords = "PHOTOINDUCED ELECTRON-TRANSFER, DONOR-ACCEPTOR HETEROJUNCTIONS, CONJUGATED POLYMERS, FERRIC-CHLORIDE, POLY(ISOTHIANAPHTHENE), COMPOSITES, PHOTODIODES, CONVERSION, SYSTEMS, MODEL",

author = "D.L. Vangeneugden and D.J.M. Vanderzande and J. Salbeck and Hal, {P.A. van} and R.A.J. Janssen and J.C. Hummelen and C.J. Brabec and S.E. Shaheen and N.S. Sariciftci",

note = "Relation: http://www.rug.nl/scheikunde/ date_submitted:2005 Rights: University of Groningen. Stratingh Institute",

year = "2001",

doi = "10.1021/jp013073t",

language = "English",

volume = "105",

pages = "11106 -- 11113",

journal = "The Journal of Physical Chemistry. B: Materials, Surfaces, Interfaces, & Biophysical",

issn = "1520-6106",

publisher = "AMER CHEMICAL SOC",

number = "45",

}

TY - JOUR

T1 - Synthesis and Characterization of a Poly(1,3-dithienylisothianaphthene) Derivative for Bulk Heterojunction Photovoltaic Cells

AU - Vangeneugden, D.L.

AU - Vanderzande, D.J.M.

AU - Salbeck, J.

AU - Hal, P.A. van

AU - Janssen, R.A.J.

AU - Hummelen, J.C.

AU - Brabec, C.J.

AU - Shaheen, S.E.

AU - Sariciftci, N.S.

N1 - Relation: http://www.rug.nl/scheikunde/ date_submitted:2005 Rights: University of Groningen. Stratingh Institute

PY - 2001

Y1 - 2001

N2 - The synthesis of a poly(1,3-dithienylisothianaphthene) (PDTITN) derivative obtained via oxidative polymerization of 5,6-dichloro-1,2-bis(3'-dodecylthienyl)isothianaphthene is described. PDTITN exhibits a band gap of 1.80-1.85 eV. The redox properties of PDTITN were characterized using cyclic voltammetry and spectroelectrochemistry. Photoexcitation of PDTITN results in photoluminescence (PL) in the near-IR region and the formation of a triplet state. In the presence of a methanofullerene (PCBM) as an electron acceptor, PL and triplet formation of PDTITN are quenched. In photovoltaic devices using blends of the polymer with PCBM, the observed incident-photon-to-collected-electron efficiency (IPCE) up to 24% at 400 nm and the 3 orders of magnitude increase of short circuit current as compared to the polymer alone prove the photoactivity of the PDTITN/PCBM blend in the device.

AB - The synthesis of a poly(1,3-dithienylisothianaphthene) (PDTITN) derivative obtained via oxidative polymerization of 5,6-dichloro-1,2-bis(3'-dodecylthienyl)isothianaphthene is described. PDTITN exhibits a band gap of 1.80-1.85 eV. The redox properties of PDTITN were characterized using cyclic voltammetry and spectroelectrochemistry. Photoexcitation of PDTITN results in photoluminescence (PL) in the near-IR region and the formation of a triplet state. In the presence of a methanofullerene (PCBM) as an electron acceptor, PL and triplet formation of PDTITN are quenched. In photovoltaic devices using blends of the polymer with PCBM, the observed incident-photon-to-collected-electron efficiency (IPCE) up to 24% at 400 nm and the 3 orders of magnitude increase of short circuit current as compared to the polymer alone prove the photoactivity of the PDTITN/PCBM blend in the device.

KW - PHOTOINDUCED ELECTRON-TRANSFER

KW - DONOR-ACCEPTOR HETEROJUNCTIONS

KW - CONJUGATED POLYMERS

KW - FERRIC-CHLORIDE

KW - POLY(ISOTHIANAPHTHENE)

KW - COMPOSITES

KW - PHOTODIODES

KW - CONVERSION

KW - SYSTEMS

KW - MODEL

U2 - 10.1021/jp013073t

DO - 10.1021/jp013073t

M3 - Article

SN - 1520-6106

VL - 105

SP - 11106

EP - 11113

JO - The Journal of Physical Chemistry. B: Materials, Surfaces, Interfaces, & Biophysical

JF - The Journal of Physical Chemistry. B: Materials, Surfaces, Interfaces, & Biophysical

IS - 45

ER -