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Direct Observation ofα-Chloro-p-quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p-phenylene vinylene)s

Wiesecke, Jens ; Rehahn, Matthias (2007)
Direct Observation ofα-Chloro-p-quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p-phenylene vinylene)s.
In: Macromolecular Rapid Communications, 28 (2)
doi: 10.1002/marc.200600649
Artikel, Bibliographie

Kurzbeschreibung (Abstract)

It is the general consensus that in Gilch polymerizations the 1,4-bis(chloromethylene)benzene starting material first changes into p-quinodimethane intermediates which then act as the real monomers. However, direct observation of these intermediates has not been possible so far. This is because usually the p-quinodimethane auto-initiates its rapid radical polymerization instantaneously, keeping its concentration extremely low throughout the whole process. Here it is shown that, when the reaction is carried out at very low temperatures, the formation of p-quinodimethane still proceeds but chain growth is suppressed. Hence, the concentration of the active monomer reaches a level sufficient for NMR analysis.

Typ des Eintrags: Artikel
Erschienen: 2007
Autor(en): Wiesecke, Jens ; Rehahn, Matthias
Art des Eintrags: Bibliographie
Titel: Direct Observation ofα-Chloro-p-quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p-phenylene vinylene)s
Sprache: Deutsch
Publikationsjahr: Januar 2007
Titel der Zeitschrift, Zeitung oder Schriftenreihe: Macromolecular Rapid Communications
Jahrgang/Volume einer Zeitschrift: 28
(Heft-)Nummer: 2
DOI: 10.1002/marc.200600649
Kurzbeschreibung (Abstract):

It is the general consensus that in Gilch polymerizations the 1,4-bis(chloromethylene)benzene starting material first changes into p-quinodimethane intermediates which then act as the real monomers. However, direct observation of these intermediates has not been possible so far. This is because usually the p-quinodimethane auto-initiates its rapid radical polymerization instantaneously, keeping its concentration extremely low throughout the whole process. Here it is shown that, when the reaction is carried out at very low temperatures, the formation of p-quinodimethane still proceeds but chain growth is suppressed. Hence, the concentration of the active monomer reaches a level sufficient for NMR analysis.

Freie Schlagworte: conducting polymers; Gilch reaction; light-emitting diodes (LEDs); poly(p-phenylene vinylene)s (PPVs); reaction mechanism
Zusätzliche Informationen:

SFB 595 A5

Fachbereich(e)/-gebiet(e): DFG-Sonderforschungsbereiche (inkl. Transregio) > Sonderforschungsbereiche > SFB 595: Elektrische Ermüdung > A - Synthese > Teilprojekt A5: Synthese halbleitender Modellpolymere und deren Charakterisierung vor und nach zyklischer elektrischer Ermüdung
DFG-Sonderforschungsbereiche (inkl. Transregio) > Sonderforschungsbereiche > SFB 595: Elektrische Ermüdung > A - Synthese
DFG-Sonderforschungsbereiche (inkl. Transregio) > Sonderforschungsbereiche > SFB 595: Elektrische Ermüdung
Zentrale Einrichtungen
DFG-Sonderforschungsbereiche (inkl. Transregio) > Sonderforschungsbereiche
DFG-Sonderforschungsbereiche (inkl. Transregio)
Hinterlegungsdatum: 04 Aug 2011 12:33
Letzte Änderung: 05 Mär 2013 09:51
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