Synthesis of electron-accepting polymers containing phenanthra-9,10-quinone units

Julien E. Gautrot; Philip Hodge; Madeleine Helliwell; James Raftery; Domenico Cupertino

doi:10.1039/b901853k

Synthesis of electron-accepting polymers containing phenanthra-9,10-quinone units

Julien E. Gautrot, Philip Hodge, Madeleine Helliwell, James Raftery, Domenico Cupertino

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

Abstract

Polymers containing 9,10-phenanthraquinone moieties as part of an extended π-electron system have been prepared by Suzuki couplings between 2,7- or 3,6-dibromophenanthraquinone and 9,9-dioctylfluorene-2,7-diboronic acid bispinacol ester. Closely related model compounds were prepared similarly. All the products were characterised by FT-IR, 1H NMR and UV-vis/fluorescence spectroscopy and, where relevant, mass spectrometry. Cyclic voltammetry measurements indicate that these materials display electron affinities of up to 4.0 eV. This value is one of the highest reported for conjugated polymers. © 2009 The Royal Society of Chemistry.

Original language	English
Pages (from-to)	4148-4156
Number of pages	8
Journal	Journal of Materials Chemistry
Volume	19
Issue number	24
DOIs	https://doi.org/10.1039/b901853k
Publication status	Published - 2009

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10.1039/b901853k

CCDC 701642: Experimental Crystal Structure Determination
Gautrot, J. E. (Contributor), Hodge, P. (Contributor), Helliwell, M. (Contributor), Raftery, J. (Contributor) & Cupertino, D. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2010
DOI: 10.5517/ccrk3m0, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccrk3m0&sid=DataCite
Dataset
CCDC 701643: Experimental Crystal Structure Determination
Gautrot, J. E. (Contributor), Hodge, P. (Contributor), Helliwell, M. (Contributor), Raftery, J. (Contributor) & Cupertino, D. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2010
DOI: 10.5517/ccrk3n1, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccrk3n1&sid=DataCite
Dataset

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title = "Synthesis of electron-accepting polymers containing phenanthra-9,10-quinone units",

abstract = "Polymers containing 9,10-phenanthraquinone moieties as part of an extended π-electron system have been prepared by Suzuki couplings between 2,7- or 3,6-dibromophenanthraquinone and 9,9-dioctylfluorene-2,7-diboronic acid bispinacol ester. Closely related model compounds were prepared similarly. All the products were characterised by FT-IR, 1H NMR and UV-vis/fluorescence spectroscopy and, where relevant, mass spectrometry. Cyclic voltammetry measurements indicate that these materials display electron affinities of up to 4.0 eV. This value is one of the highest reported for conjugated polymers. {\textcopyright} 2009 The Royal Society of Chemistry.",

author = "Gautrot, {Julien E.} and Philip Hodge and Madeleine Helliwell and James Raftery and Domenico Cupertino",

year = "2009",

doi = "10.1039/b901853k",

language = "English",

volume = "19",

pages = "4148--4156",

journal = "Journal of Materials Chemistry",

issn = "1364-5501",

publisher = "Royal Society of Chemistry",

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T1 - Synthesis of electron-accepting polymers containing phenanthra-9,10-quinone units

AU - Gautrot, Julien E.

AU - Hodge, Philip

AU - Helliwell, Madeleine

AU - Raftery, James

AU - Cupertino, Domenico

PY - 2009

Y1 - 2009

N2 - Polymers containing 9,10-phenanthraquinone moieties as part of an extended π-electron system have been prepared by Suzuki couplings between 2,7- or 3,6-dibromophenanthraquinone and 9,9-dioctylfluorene-2,7-diboronic acid bispinacol ester. Closely related model compounds were prepared similarly. All the products were characterised by FT-IR, 1H NMR and UV-vis/fluorescence spectroscopy and, where relevant, mass spectrometry. Cyclic voltammetry measurements indicate that these materials display electron affinities of up to 4.0 eV. This value is one of the highest reported for conjugated polymers. © 2009 The Royal Society of Chemistry.

AB - Polymers containing 9,10-phenanthraquinone moieties as part of an extended π-electron system have been prepared by Suzuki couplings between 2,7- or 3,6-dibromophenanthraquinone and 9,9-dioctylfluorene-2,7-diboronic acid bispinacol ester. Closely related model compounds were prepared similarly. All the products were characterised by FT-IR, 1H NMR and UV-vis/fluorescence spectroscopy and, where relevant, mass spectrometry. Cyclic voltammetry measurements indicate that these materials display electron affinities of up to 4.0 eV. This value is one of the highest reported for conjugated polymers. © 2009 The Royal Society of Chemistry.

U2 - 10.1039/b901853k

DO - 10.1039/b901853k

M3 - Article

SN - 1364-5501

VL - 19

SP - 4148

EP - 4156

JO - Journal of Materials Chemistry

JF - Journal of Materials Chemistry

IS - 24

ER -

Synthesis of electron-accepting polymers containing phenanthra-9,10-quinone units

Abstract

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Datasets

CCDC 701642: Experimental Crystal Structure Determination

CCDC 701643: Experimental Crystal Structure Determination

Cite this