Direct Observation of α‐Chloro‐p‐quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p‐phenylene vinylene)s
Identifieur interne : 001545 ( Main/Exploration ); précédent : 001544; suivant : 001546Direct Observation of α‐Chloro‐p‐quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p‐phenylene vinylene)s
Auteurs : Jens Wiesecke [Allemagne] ; Matthias Rehahn [Allemagne]Source :
- Macromolecular Rapid Communications [ 1022-1336 ] ; 2007-01-23.
English descriptors
- KwdEn :
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.
Url:
DOI: 10.1002/marc.200600649
Affiliations:
Links toward previous steps (curation, corpus...)
- to stream Istex, to step Corpus: 000D15
- to stream Istex, to step Curation: 000D06
- to stream Istex, to step Checkpoint: 001008
- to stream Main, to step Merge: 001552
- to stream Main, to step Curation: 001545
Le document en format XML
<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title xml:lang="en">Direct Observation of α‐Chloro‐p‐quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p‐phenylene vinylene)s</title><author><name sortKey="Wiesecke, Jens" sort="Wiesecke, Jens" uniqKey="Wiesecke J" first="Jens" last="Wiesecke">Jens Wiesecke</name></author><author><name sortKey="Rehahn, Matthias" sort="Rehahn, Matthias" uniqKey="Rehahn M" first="Matthias" last="Rehahn">Matthias Rehahn</name></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:341A64823AFA5A151E37A9D3DDECB412E276F6A2</idno><date when="2007" year="2007">2007</date><idno type="doi">10.1002/marc.200600649</idno><idno type="url">https://api.istex.fr/document/341A64823AFA5A151E37A9D3DDECB412E276F6A2/fulltext/pdf</idno><idno type="wicri:Area/Istex/Corpus">000D15</idno><idno type="wicri:Area/Istex/Curation">000D06</idno><idno type="wicri:Area/Istex/Checkpoint">001008</idno><idno type="wicri:doubleKey">1022-1336:2007:Wiesecke J:direct:observation:of</idno><idno type="wicri:Area/Main/Merge">001552</idno><idno type="wicri:Area/Main/Curation">001545</idno><idno type="wicri:Area/Main/Exploration">001545</idno></publicationStmt><sourceDesc><biblStruct><analytic><title level="a" type="main" xml:lang="en">Direct Observation of α‐Chloro‐p‐quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p‐phenylene vinylene)s</title><author><name sortKey="Wiesecke, Jens" sort="Wiesecke, Jens" uniqKey="Wiesecke J" first="Jens" last="Wiesecke">Jens Wiesecke</name><affiliation wicri:level="3"><country xml:lang="fr">Allemagne</country><wicri:regionArea>Ernst‐Berl‐Institute for Chemical Engineering and Macromolecular Science, Darmstadt University of Technology, Petersenstrasse 22, D‐64287 Darmstadt</wicri:regionArea><placeName><region type="land" nuts="1">Hesse (Land)</region><region type="district" nuts="2">District de Darmstadt</region><settlement type="city">Darmstadt</settlement></placeName></affiliation></author><author><name sortKey="Rehahn, Matthias" sort="Rehahn, Matthias" uniqKey="Rehahn M" first="Matthias" last="Rehahn">Matthias Rehahn</name><affiliation wicri:level="3"><country xml:lang="fr">Allemagne</country><wicri:regionArea>Ernst‐Berl‐Institute for Chemical Engineering and Macromolecular Science, Darmstadt University of Technology, Petersenstrasse 22, D‐64287 Darmstadt</wicri:regionArea><placeName><region type="land" nuts="1">Hesse (Land)</region><region type="district" nuts="2">District de Darmstadt</region><settlement type="city">Darmstadt</settlement></placeName></affiliation></author></analytic><monogr></monogr><series><title level="j">Macromolecular Rapid Communications</title><title level="j" type="abbrev">Macromol. Rapid Commun.</title><idno type="ISSN">1022-1336</idno><idno type="eISSN">1521-3927</idno><imprint><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="2007-01-23">2007-01-23</date><biblScope unit="volume">28</biblScope><biblScope unit="issue">2</biblScope><biblScope unit="page" from="188">188</biblScope><biblScope unit="page" to="193">193</biblScope></imprint><idno type="ISSN">1022-1336</idno></series><idno type="istex">341A64823AFA5A151E37A9D3DDECB412E276F6A2</idno><idno type="DOI">10.1002/marc.200600649</idno><idno type="ArticleID">MARC200600649</idno></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">1022-1336</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Gilch reaction</term><term>conducting polymers</term><term>light‐emitting diodes (LEDs)</term><term>poly(p‐phenylene vinylene)s (PPVs)</term><term>reaction mechanism</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">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.</div></front></TEI><affiliations><list><country><li>Allemagne</li></country><region><li>District de Darmstadt</li><li>Hesse (Land)</li></region><settlement><li>Darmstadt</li></settlement></list><tree><country name="Allemagne"><region name="Hesse (Land)"><name sortKey="Wiesecke, Jens" sort="Wiesecke, Jens" uniqKey="Wiesecke J" first="Jens" last="Wiesecke">Jens Wiesecke</name></region><name sortKey="Rehahn, Matthias" sort="Rehahn, Matthias" uniqKey="Rehahn M" first="Matthias" last="Rehahn">Matthias Rehahn</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Wicri/Belgique/explor/OpenAccessBelV2/Data/Main/Exploration
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 001545 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 001545 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Wicri/Belgique
|area= OpenAccessBelV2
|flux= Main
|étape= Exploration
|type= RBID
|clé= ISTEX:341A64823AFA5A151E37A9D3DDECB412E276F6A2
|texte= Direct Observation of α‐Chloro‐p‐quinodimethane as the Real Monomer in the Gilch Polymerization Leading to Poly(p‐phenylene vinylene)s
}}
| This area was generated with Dilib version V0.6.25. |  |