On/off photoswitching of the electropolymerizability of terthiophenes

Jetsuda Areephong; Tibor Kudernac; Jaap J. D. de Jong; Gregory T. Carroll; Davide Pantorott; Johan Hjelm; Wesley R. Browne; Ben L. Feringa

doi:10.1021/ja803714p

On/off photoswitching of the electropolymerizability of terthiophenes

Jetsuda Areephong, Tibor Kudernac, Jaap J. D. de Jong, Gregory T. Carroll, Davide Pantorott, Johan Hjelm, Wesley R. Browne^*, Ben L. Feringa

^*Corresponding author for this work

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

46 Citations (Scopus)

333 Downloads (Pure)

Abstract

In this contribution the polymerization of terthiophene, to form an alkene bridged a,a-coupled sexithiophene polymer, is controlled by light; i.e. the electropolymerizability of the monomer 1F is switched off and on with UV and visible light, respectively, The system comprises of both bisterthiophene and photochromic dithienylethene units. The presence of a light-switchable unit allows on-off switching of the electropolymerization of the monomer with light. Furthermore the incorporation of the dithienylethene in the polymer backbone increases dramatically the homogenity of the polymer formed (i.e., only sexithiophene units are formed). The derived films are robust and fully retain electrochromic behavior as has been demonstrated through cyclic voltammetry while spatial control (patterning) is readily achieved by applying simple optical masking techniques.

Original language	English
Pages (from-to)	12850-+
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	130
Issue number	39
DOIs	https://doi.org/10.1021/ja803714p
Publication status	Published - 1-Oct-2008

Keywords

POLYMERS
DEVICES
POLY(THIOPHENES)
OLIGOTHIOPHENES
EFFICIENCY
SYSTEMS

Access to Document

10.1021/ja803714p

2008JAmChemSocAreephong.pdfFinal publisher's version, 107 KB

Handle.net

Persistent link

Embargoed Document

2008JAmChemSocAreephongSupp1.pdf
Final publisher's version, 964 KB
Request copy

Embargoed Document

2008JAmChemSocAreephongSupp2.wmv
Final publisher's version, 521 KB
Request copy

Cite this

@article{2139f3db8d8b4622a40ec9940d8dd0af,

title = "On/off photoswitching of the electropolymerizability of terthiophenes",

abstract = "In this contribution the polymerization of terthiophene, to form an alkene bridged a,a-coupled sexithiophene polymer, is controlled by light; i.e. the electropolymerizability of the monomer 1F is switched off and on with UV and visible light, respectively, The system comprises of both bisterthiophene and photochromic dithienylethene units. The presence of a light-switchable unit allows on-off switching of the electropolymerization of the monomer with light. Furthermore the incorporation of the dithienylethene in the polymer backbone increases dramatically the homogenity of the polymer formed (i.e., only sexithiophene units are formed). The derived films are robust and fully retain electrochromic behavior as has been demonstrated through cyclic voltammetry while spatial control (patterning) is readily achieved by applying simple optical masking techniques.",

keywords = "POLYMERS, DEVICES, POLY(THIOPHENES), OLIGOTHIOPHENES, EFFICIENCY, SYSTEMS",

author = "Jetsuda Areephong and Tibor Kudernac and {de Jong}, {Jaap J. D.} and Carroll, {Gregory T.} and Davide Pantorott and Johan Hjelm and Browne, {Wesley R.} and Feringa, {Ben L.}",

note = "Cited By (since 1996): 3",

year = "2008",

month = oct,

day = "1",

doi = "10.1021/ja803714p",

language = "English",

volume = "130",

pages = "12850--+",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "AMER CHEMICAL SOC",

number = "39",

}

TY - JOUR

T1 - On/off photoswitching of the electropolymerizability of terthiophenes

AU - Areephong, Jetsuda

AU - Kudernac, Tibor

AU - de Jong, Jaap J. D.

AU - Carroll, Gregory T.

AU - Pantorott, Davide

AU - Hjelm, Johan

AU - Browne, Wesley R.

AU - Feringa, Ben L.

N1 - Cited By (since 1996): 3

PY - 2008/10/1

Y1 - 2008/10/1

N2 - In this contribution the polymerization of terthiophene, to form an alkene bridged a,a-coupled sexithiophene polymer, is controlled by light; i.e. the electropolymerizability of the monomer 1F is switched off and on with UV and visible light, respectively, The system comprises of both bisterthiophene and photochromic dithienylethene units. The presence of a light-switchable unit allows on-off switching of the electropolymerization of the monomer with light. Furthermore the incorporation of the dithienylethene in the polymer backbone increases dramatically the homogenity of the polymer formed (i.e., only sexithiophene units are formed). The derived films are robust and fully retain electrochromic behavior as has been demonstrated through cyclic voltammetry while spatial control (patterning) is readily achieved by applying simple optical masking techniques.

AB - In this contribution the polymerization of terthiophene, to form an alkene bridged a,a-coupled sexithiophene polymer, is controlled by light; i.e. the electropolymerizability of the monomer 1F is switched off and on with UV and visible light, respectively, The system comprises of both bisterthiophene and photochromic dithienylethene units. The presence of a light-switchable unit allows on-off switching of the electropolymerization of the monomer with light. Furthermore the incorporation of the dithienylethene in the polymer backbone increases dramatically the homogenity of the polymer formed (i.e., only sexithiophene units are formed). The derived films are robust and fully retain electrochromic behavior as has been demonstrated through cyclic voltammetry while spatial control (patterning) is readily achieved by applying simple optical masking techniques.

KW - POLYMERS

KW - DEVICES

KW - POLY(THIOPHENES)

KW - OLIGOTHIOPHENES

KW - EFFICIENCY

KW - SYSTEMS

U2 - 10.1021/ja803714p

DO - 10.1021/ja803714p

M3 - Article

SN - 0002-7863

VL - 130

SP - 12850-+

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 39

ER -