Synthesis and partial characterization of a new low gap polymer: poly-2(5)-propenylidenepyrrole

As a result of previous studies on the reactivity of 1-selenoallyl cationic species with pyrroles, a synthetic scheme, based on the dramatic solvent effects on the regiochemistry of these reactions, has been devised for the preparation of the polymeric material 6 composed of alternating propenyl and...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Synthetic metals 1993, Vol.59 (2), p.201-210
Hauptverfasser: Havesi, L., Proess, G., Lazarescu-Grigore, A.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 210
container_issue 2
container_start_page 201
container_title Synthetic metals
container_volume 59
creator Havesi, L.
Proess, G.
Lazarescu-Grigore, A.
description As a result of previous studies on the reactivity of 1-selenoallyl cationic species with pyrroles, a synthetic scheme, based on the dramatic solvent effects on the regiochemistry of these reactions, has been devised for the preparation of the polymeric material 6 composed of alternating propenyl and pyrrole units. It is argued that oxidation of 6 using Ph 3CSbCl 6 or DDQ produces the title compound 8 where every other alternating pyrrole ring should have a quinoid structure. In agreement with theoretical predictions of bandgap lowering by these quinoid structure units, preliminary measurements on the undoped and iodine-doped 8 gave conductivity values of δ = 1.1 × 10 −6 and δ = (2.4−5.4) × 10 −6 μ −1 cm −1, respectively.
doi_str_mv 10.1016/0379-6779(93)91027-Y
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_16590134</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>037967799391027Y</els_id><sourcerecordid>62621</sourcerecordid><originalsourceid>FETCH-LOGICAL-c364t-4a33d698a916f94c0f1ec4a01bc270ca7b1d5dccfe0979dd23a22eb2f9fec7883</originalsourceid><addsrcrecordid>eNp9kE1vFDEMhiMEEkvhH3DIAaH2MJCPmcmGA1JV8SVV4gAceoq8jkODssmQTKmGX89st-qRky3reV_bL2MvpXgjhRzfCm1sNxpjT60-s1Io0109Yhu5XcdaWfGYbR6Qp-xZa7-EENKqYcPctyXP19Ri45A9n6DOERLHa6iAM9X4F-ZYMi-BA890y1O55T9h4lNJy57qu7umU6fDWTfVMlFeUvSUaVpqLYmesycBUqMX9_WE_fj44fvF5-7y66cvF-eXHeqxn7setPaj3YKVY7A9iiAJexByh8oIBLOTfvCIgYQ11nulQSnaqWADodlu9Ql7ffRdj_h9Q212-9iQUoJM5aY5OQ5WSN2vYH8EsZbWKgU31biHujgp3CFNd4jKHaJyVru7NN3VKnt17w8NIYUKGWN70PbG6kHYFXt_xGj99U-k6hpGykg-VsLZ-RL_v-cf-MOKuw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>16590134</pqid></control><display><type>article</type><title>Synthesis and partial characterization of a new low gap polymer: poly-2(5)-propenylidenepyrrole</title><source>Elsevier ScienceDirect Journals</source><creator>Havesi, L. ; Proess, G. ; Lazarescu-Grigore, A.</creator><creatorcontrib>Havesi, L. ; Proess, G. ; Lazarescu-Grigore, A.</creatorcontrib><description>As a result of previous studies on the reactivity of 1-selenoallyl cationic species with pyrroles, a synthetic scheme, based on the dramatic solvent effects on the regiochemistry of these reactions, has been devised for the preparation of the polymeric material 6 composed of alternating propenyl and pyrrole units. It is argued that oxidation of 6 using Ph 3CSbCl 6 or DDQ produces the title compound 8 where every other alternating pyrrole ring should have a quinoid structure. In agreement with theoretical predictions of bandgap lowering by these quinoid structure units, preliminary measurements on the undoped and iodine-doped 8 gave conductivity values of δ = 1.1 × 10 −6 and δ = (2.4−5.4) × 10 −6 μ −1 cm −1, respectively.</description><identifier>ISSN: 0379-6779</identifier><identifier>EISSN: 1879-3290</identifier><identifier>DOI: 10.1016/0379-6779(93)91027-Y</identifier><identifier>CODEN: SYMEDZ</identifier><language>eng</language><publisher>Lausanne: Elsevier B.V</publisher><subject>Applied sciences ; Exact sciences and technology ; Organic polymers ; Physicochemistry of polymers ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><ispartof>Synthetic metals, 1993, Vol.59 (2), p.201-210</ispartof><rights>1993</rights><rights>1993 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c364t-4a33d698a916f94c0f1ec4a01bc270ca7b1d5dccfe0979dd23a22eb2f9fec7883</citedby><cites>FETCH-LOGICAL-c364t-4a33d698a916f94c0f1ec4a01bc270ca7b1d5dccfe0979dd23a22eb2f9fec7883</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/0379-6779(93)91027-Y$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,4021,27921,27922,27923,45993</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=4793509$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Havesi, L.</creatorcontrib><creatorcontrib>Proess, G.</creatorcontrib><creatorcontrib>Lazarescu-Grigore, A.</creatorcontrib><title>Synthesis and partial characterization of a new low gap polymer: poly-2(5)-propenylidenepyrrole</title><title>Synthetic metals</title><description>As a result of previous studies on the reactivity of 1-selenoallyl cationic species with pyrroles, a synthetic scheme, based on the dramatic solvent effects on the regiochemistry of these reactions, has been devised for the preparation of the polymeric material 6 composed of alternating propenyl and pyrrole units. It is argued that oxidation of 6 using Ph 3CSbCl 6 or DDQ produces the title compound 8 where every other alternating pyrrole ring should have a quinoid structure. In agreement with theoretical predictions of bandgap lowering by these quinoid structure units, preliminary measurements on the undoped and iodine-doped 8 gave conductivity values of δ = 1.1 × 10 −6 and δ = (2.4−5.4) × 10 −6 μ −1 cm −1, respectively.</description><subject>Applied sciences</subject><subject>Exact sciences and technology</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><issn>0379-6779</issn><issn>1879-3290</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><recordid>eNp9kE1vFDEMhiMEEkvhH3DIAaH2MJCPmcmGA1JV8SVV4gAceoq8jkODssmQTKmGX89st-qRky3reV_bL2MvpXgjhRzfCm1sNxpjT60-s1Io0109Yhu5XcdaWfGYbR6Qp-xZa7-EENKqYcPctyXP19Ri45A9n6DOERLHa6iAM9X4F-ZYMi-BA890y1O55T9h4lNJy57qu7umU6fDWTfVMlFeUvSUaVpqLYmesycBUqMX9_WE_fj44fvF5-7y66cvF-eXHeqxn7setPaj3YKVY7A9iiAJexByh8oIBLOTfvCIgYQ11nulQSnaqWADodlu9Ql7ffRdj_h9Q212-9iQUoJM5aY5OQ5WSN2vYH8EsZbWKgU31biHujgp3CFNd4jKHaJyVru7NN3VKnt17w8NIYUKGWN70PbG6kHYFXt_xGj99U-k6hpGykg-VsLZ-RL_v-cf-MOKuw</recordid><startdate>1993</startdate><enddate>1993</enddate><creator>Havesi, L.</creator><creator>Proess, G.</creator><creator>Lazarescu-Grigore, A.</creator><general>Elsevier B.V</general><general>Elsevier Science</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>1993</creationdate><title>Synthesis and partial characterization of a new low gap polymer: poly-2(5)-propenylidenepyrrole</title><author>Havesi, L. ; Proess, G. ; Lazarescu-Grigore, A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c364t-4a33d698a916f94c0f1ec4a01bc270ca7b1d5dccfe0979dd23a22eb2f9fec7883</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>Applied sciences</topic><topic>Exact sciences and technology</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Havesi, L.</creatorcontrib><creatorcontrib>Proess, G.</creatorcontrib><creatorcontrib>Lazarescu-Grigore, A.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Synthetic metals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Havesi, L.</au><au>Proess, G.</au><au>Lazarescu-Grigore, A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and partial characterization of a new low gap polymer: poly-2(5)-propenylidenepyrrole</atitle><jtitle>Synthetic metals</jtitle><date>1993</date><risdate>1993</risdate><volume>59</volume><issue>2</issue><spage>201</spage><epage>210</epage><pages>201-210</pages><issn>0379-6779</issn><eissn>1879-3290</eissn><coden>SYMEDZ</coden><abstract>As a result of previous studies on the reactivity of 1-selenoallyl cationic species with pyrroles, a synthetic scheme, based on the dramatic solvent effects on the regiochemistry of these reactions, has been devised for the preparation of the polymeric material 6 composed of alternating propenyl and pyrrole units. It is argued that oxidation of 6 using Ph 3CSbCl 6 or DDQ produces the title compound 8 where every other alternating pyrrole ring should have a quinoid structure. In agreement with theoretical predictions of bandgap lowering by these quinoid structure units, preliminary measurements on the undoped and iodine-doped 8 gave conductivity values of δ = 1.1 × 10 −6 and δ = (2.4−5.4) × 10 −6 μ −1 cm −1, respectively.</abstract><cop>Lausanne</cop><cop>Amsterdam</cop><cop>New York, NY</cop><pub>Elsevier B.V</pub><doi>10.1016/0379-6779(93)91027-Y</doi><tpages>10</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0379-6779
ispartof Synthetic metals, 1993, Vol.59 (2), p.201-210
issn 0379-6779
1879-3290
language eng
recordid cdi_proquest_miscellaneous_16590134
source Elsevier ScienceDirect Journals
subjects Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
title Synthesis and partial characterization of a new low gap polymer: poly-2(5)-propenylidenepyrrole
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-14T16%3A20%3A39IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20and%20partial%20characterization%20of%20a%20new%20low%20gap%20polymer:%20poly-2(5)-propenylidenepyrrole&rft.jtitle=Synthetic%20metals&rft.au=Havesi,%20L.&rft.date=1993&rft.volume=59&rft.issue=2&rft.spage=201&rft.epage=210&rft.pages=201-210&rft.issn=0379-6779&rft.eissn=1879-3290&rft.coden=SYMEDZ&rft_id=info:doi/10.1016/0379-6779(93)91027-Y&rft_dat=%3Cproquest_cross%3E62621%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=16590134&rft_id=info:pmid/&rft_els_id=037967799391027Y&rfr_iscdi=true