Conductive Polymer Functionalization by Click Chemistry

Anders Egede Daugaard; Søren Hvilsted; Thomas Steen Hansen; Niels Bent Larsen

doi:10.1021/ma702731k

Conductive Polymer Functionalization by Click Chemistry

Anders Egede Daugaard, Søren Hvilsted, Thomas Steen Hansen, Niels Bent Larsen

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

Click chemistry is used to obtain new conductive polymer films based on poly(3,4-ethylenedioxythiophene) (PEDOT) from a new azide functional monomer. Postpolymerization, 1,3-dipolar cycloadditions in DMF, using a catalyst system of CUS04 and sodium ascorbate, and different alkynes are performed to functionalize films of PEDOT-N3 and copolymers prepared from EDOT-N3 and 3,4-ethylenedioxythiophene (EDOT). This approach enables new functionalities on PEDOT that could otherwise not withstand the polymerization conditions. Reactions on the thin polymer films have been optimized using an alkynated fluorophore, with reaction times of '"'-'20 h. The applicability of the method is illustrated by coupling of two other alkynes: a short chain fluorocarbon and a MPEG 5000 to the conductive polymer; this alters the advancing water contact angle of the surface by +20° and -20°/-25°, respectively. The targeted chemical surface modifications have been verified by X-ray photoelectron spectroscopy analysis.

Original language	English
Journal	Macromolecules
Volume	41
Issue number	12
Pages (from-to)	4321-4327
ISSN	0024-9297
DOIs	https://doi.org/10.1021/ma702731k
Publication status	Published - 24 Jun 2008

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title = "Conductive Polymer Functionalization by Click Chemistry",

abstract = "Click chemistry is used to obtain new conductive polymer films based on poly(3,4-ethylenedioxythiophene) (PEDOT) from a new azide functional monomer. Postpolymerization, 1,3-dipolar cycloadditions in DMF, using a catalyst system of CUS04 and sodium ascorbate, and different alkynes are performed to functionalize films of PEDOT-N3 and copolymers prepared from EDOT-N3 and 3,4-ethylenedioxythiophene (EDOT). This approach enables new functionalities on PEDOT that could otherwise not withstand the polymerization conditions. Reactions on the thin polymer films have been optimized using an alkynated fluorophore, with reaction times of '{"}'-'20 h. The applicability of the method is illustrated by coupling of two other alkynes: a short chain fluorocarbon and a MPEG 5000 to the conductive polymer; this alters the advancing water contact angle of the surface by +20° and -20°/-25°, respectively. The targeted chemical surface modifications have been verified by X-ray photoelectron spectroscopy analysis.",

author = "Daugaard, {Anders Egede} and S{\o}ren Hvilsted and Hansen, {Thomas Steen} and Larsen, {Niels Bent}",

year = "2008",

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T1 - Conductive Polymer Functionalization by Click Chemistry

AU - Daugaard, Anders Egede

AU - Hvilsted, Søren

AU - Hansen, Thomas Steen

AU - Larsen, Niels Bent

PY - 2008/6/24

Y1 - 2008/6/24

N2 - Click chemistry is used to obtain new conductive polymer films based on poly(3,4-ethylenedioxythiophene) (PEDOT) from a new azide functional monomer. Postpolymerization, 1,3-dipolar cycloadditions in DMF, using a catalyst system of CUS04 and sodium ascorbate, and different alkynes are performed to functionalize films of PEDOT-N3 and copolymers prepared from EDOT-N3 and 3,4-ethylenedioxythiophene (EDOT). This approach enables new functionalities on PEDOT that could otherwise not withstand the polymerization conditions. Reactions on the thin polymer films have been optimized using an alkynated fluorophore, with reaction times of '"'-'20 h. The applicability of the method is illustrated by coupling of two other alkynes: a short chain fluorocarbon and a MPEG 5000 to the conductive polymer; this alters the advancing water contact angle of the surface by +20° and -20°/-25°, respectively. The targeted chemical surface modifications have been verified by X-ray photoelectron spectroscopy analysis.

AB - Click chemistry is used to obtain new conductive polymer films based on poly(3,4-ethylenedioxythiophene) (PEDOT) from a new azide functional monomer. Postpolymerization, 1,3-dipolar cycloadditions in DMF, using a catalyst system of CUS04 and sodium ascorbate, and different alkynes are performed to functionalize films of PEDOT-N3 and copolymers prepared from EDOT-N3 and 3,4-ethylenedioxythiophene (EDOT). This approach enables new functionalities on PEDOT that could otherwise not withstand the polymerization conditions. Reactions on the thin polymer films have been optimized using an alkynated fluorophore, with reaction times of '"'-'20 h. The applicability of the method is illustrated by coupling of two other alkynes: a short chain fluorocarbon and a MPEG 5000 to the conductive polymer; this alters the advancing water contact angle of the surface by +20° and -20°/-25°, respectively. The targeted chemical surface modifications have been verified by X-ray photoelectron spectroscopy analysis.

U2 - 10.1021/ma702731k

DO - 10.1021/ma702731k

M3 - Journal article

SN - 0024-9297

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JO - Macromolecules

JF - Macromolecules

IS - 12

ER -

Conductive Polymer Functionalization by Click Chemistry

Abstract

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