Orange to black electrochromic behaviour in poly (2 -(2 -thienyl ) -1h -pyrrole) thin films
Identifieur interne : 000236 ( Russie/Analysis ); précédent : 000235; suivant : 000237Orange to black electrochromic behaviour in poly (2 -(2 -thienyl ) -1h -pyrrole) thin films
Auteurs : RBID : Pascal:07-0311360Descripteurs français
- Pascal (Inist)
- Pyrrole copolymère, Thiophène copolymère, Electrochromisme, Polymère conducteur, Copolymérisation électrolytique, Couche mince, Affichage électrochromique, Electrode ITO, Electrode, Platine, Spectroélectrochimie, Lithium Perchlorate, Microscopie force atomique, Morphologie, Réaction électrochimique, Structure surface.
- Wicri :
- concept : Platine.
English descriptors
- KwdEn :
- Atomic force microscopy, Conducting polymers, Electrochemical reaction, Electrochromic displays, Electrochromism, Electrodes, Electrolytical copolymerization, Indium tin oxide electrode, Lithium Perchlorates, Morphology, Platinum, Pyrrole copolymer, Spectroelectrochemistry, Surface structure, Thin film, Thiophene copolymer.
Abstract
We have studied an electrochromic precursor, 2-(2-thienyl)-1H-pyrrole (1), using two improved procedures of the Trofimov reaction. Optimised stereochemical calculations at the B3LYP/6-311G* level showed almost equal s-cis and s-trans conformational populations in 1 with marked out-of-plane deviations of ca. 30°. Model calculations suggest that the predominant rotational conformation in undoped poly(1) would be s-trans with the essential out-of-plane deviations around the all three interheterocyclic bonds ofca. 25-30°. Monomer 1 exhibited two irreversible oxidation processes at +0.86 and +1.3 V corresponding to the oxidation of the pyrrole and thiophene rings, respectively. Orange to black electrochromic behaviour was found in ClO4- doped poly(1) thin films with colouring and bleaching times of 1.8 and 1.3 s, respectively. The colouration efficiency during the bleaching process was 233cm2/C. The optical contrast at 450nm was 19% and in the near-IR was 36%. The band-gap of poly(1) (1.6-1.7eV) was found to be significantly lower than that of polypyrrole (2.85eV) and polythiophene (2.3eV) as a consequence of increased electron delocalisation in the system. Important differences in the morphology of doped and dedoped poly(1) films were observed by atomic-force microscopy (AFM). Doped poly(1) films showed a granular morphology with primary particles of 45-60 nm in size and an average surface roughness of 3.5 nm. On the other hand, dedoped poly(1) films showed interconnected aggregates of 65-90 nm in size as a consequence of particle fusion, with a surface roughness of 9.2nm. In summary, poly(1) is a promising material for emerging flexible electrochromic devices such as displays and variable optical attenuators.
Links toward previous steps (curation, corpus...)
- to stream Main, to step Corpus: 007A45
- to stream Main, to step Repository: 007372
- to stream Russie, to step Extraction: 000236
Links to Exploration step
Pascal:07-0311360Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en" level="a">Orange to black electrochromic behaviour in poly (2 -(2 -thienyl ) -1h -pyrrole) thin films</title><author><name sortKey="Pozo Gonzalo, Cristina" uniqKey="Pozo Gonzalo C">Cristina Pozo-Gonzalo</name><affiliation wicri:level="2"><inist:fA14 i1="01"><s1>CIDETEC, Centre for Electrochemical Technologies, Paseo Miramón 196</s1><s2>20009 Donostia-San Sebastián</s2><s3>ESP</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ></inist:fA14><country>Espagne</country><placeName><region nuts="2" type="communauté">Pays basque</region></placeName></affiliation></author><author><name sortKey="Pomposo, Jose A" uniqKey="Pomposo J">José A. Pomposo</name><affiliation wicri:level="2"><inist:fA14 i1="01"><s1>CIDETEC, Centre for Electrochemical Technologies, Paseo Miramón 196</s1><s2>20009 Donostia-San Sebastián</s2><s3>ESP</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ></inist:fA14><country>Espagne</country><placeName><region nuts="2" type="communauté">Pays basque</region></placeName></affiliation></author><author><name sortKey="Alduncin, Juan A" uniqKey="Alduncin J">Juan A. Alduncin</name><affiliation wicri:level="2"><inist:fA14 i1="01"><s1>CIDETEC, Centre for Electrochemical Technologies, Paseo Miramón 196</s1><s2>20009 Donostia-San Sebastián</s2><s3>ESP</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ></inist:fA14><country>Espagne</country><placeName><region nuts="2" type="communauté">Pays basque</region></placeName></affiliation></author><author><name sortKey="Salsamendi, Maitane" uniqKey="Salsamendi M">Maitane Salsamendi</name><affiliation wicri:level="2"><inist:fA14 i1="01"><s1>CIDETEC, Centre for Electrochemical Technologies, Paseo Miramón 196</s1><s2>20009 Donostia-San Sebastián</s2><s3>ESP</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ></inist:fA14><country>Espagne</country><placeName><region nuts="2" type="communauté">Pays basque</region></placeName></affiliation></author><author><name sortKey="Mikhaleva, Albina I" uniqKey="Mikhaleva A">Albina I. Mikhaleva</name><affiliation wicri:level="1"><inist:fA14 i1="02"><s1>A. E. Favorsky Irkutsk Institute of Chemistry SB RAS, 1 Favorsky Str</s1><s2>664033 Irkutsk</s2><s3>RUS</s3><sZ>5 aut.</sZ><sZ>6 aut.</sZ><sZ>7 aut.</sZ></inist:fA14><country>Russie</country><wicri:noRegion>664033 Irkutsk</wicri:noRegion></affiliation></author><author><name sortKey="Krivdin, Leonid B" uniqKey="Krivdin L">Leonid B. Krivdin</name><affiliation wicri:level="1"><inist:fA14 i1="02"><s1>A. E. Favorsky Irkutsk Institute of Chemistry SB RAS, 1 Favorsky Str</s1><s2>664033 Irkutsk</s2><s3>RUS</s3><sZ>5 aut.</sZ><sZ>6 aut.</sZ><sZ>7 aut.</sZ></inist:fA14><country>Russie</country><wicri:noRegion>664033 Irkutsk</wicri:noRegion></affiliation></author><author><name sortKey="Trofimov, Boris A" uniqKey="Trofimov B">Boris A. Trofimov</name><affiliation wicri:level="1"><inist:fA14 i1="02"><s1>A. E. Favorsky Irkutsk Institute of Chemistry SB RAS, 1 Favorsky Str</s1><s2>664033 Irkutsk</s2><s3>RUS</s3><sZ>5 aut.</sZ><sZ>6 aut.</sZ><sZ>7 aut.</sZ></inist:fA14><country>Russie</country><wicri:noRegion>664033 Irkutsk</wicri:noRegion></affiliation></author></titleStmt><publicationStmt><idno type="inist">07-0311360</idno><date when="2007">2007</date><idno type="stanalyst">PASCAL 07-0311360 INIST</idno><idno type="RBID">Pascal:07-0311360</idno><idno type="wicri:Area/Main/Corpus">007A45</idno><idno type="wicri:Area/Main/Repository">007372</idno><idno type="wicri:Area/Russie/Extraction">000236</idno></publicationStmt><seriesStmt><idno type="ISSN">0013-4686</idno><title level="j" type="abbreviated">Electrochim. acta</title><title level="j" type="main">Electrochimica acta</title></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Atomic force microscopy</term><term>Conducting polymers</term><term>Electrochemical reaction</term><term>Electrochromic displays</term><term>Electrochromism</term><term>Electrodes</term><term>Electrolytical copolymerization</term><term>Indium tin oxide electrode</term><term>Lithium Perchlorates</term><term>Morphology</term><term>Platinum</term><term>Pyrrole copolymer</term><term>Spectroelectrochemistry</term><term>Surface structure</term><term>Thin film</term><term>Thiophene copolymer</term></keywords><keywords scheme="Pascal" xml:lang="fr"><term>Pyrrole copolymère</term><term>Thiophène copolymère</term><term>Electrochromisme</term><term>Polymère conducteur</term><term>Copolymérisation électrolytique</term><term>Couche mince</term><term>Affichage électrochromique</term><term>Electrode ITO</term><term>Electrode</term><term>Platine</term><term>Spectroélectrochimie</term><term>Lithium Perchlorate</term><term>Microscopie force atomique</term><term>Morphologie</term><term>Réaction électrochimique</term><term>Structure surface</term></keywords><keywords scheme="Wicri" type="concept" xml:lang="fr"><term>Platine</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">We have studied an electrochromic precursor, 2-(2-thienyl)-1H-pyrrole (1), using two improved procedures of the Trofimov reaction. Optimised stereochemical calculations at the B3LYP/6-311G* level showed almost equal s-cis and s-trans conformational populations in 1 with marked out-of-plane deviations of ca. 30°. Model calculations suggest that the predominant rotational conformation in undoped poly(1) would be s-trans with the essential out-of-plane deviations around the all three interheterocyclic bonds ofca. 25-30°. Monomer 1 exhibited two irreversible oxidation processes at +0.86 and +1.3 V corresponding to the oxidation of the pyrrole and thiophene rings, respectively. Orange to black electrochromic behaviour was found in ClO<sub>4</sub>- doped poly(1) thin films with colouring and bleaching times of 1.8 and 1.3 s, respectively. The colouration efficiency during the bleaching process was 233cm<sup>2</sup>/C. The optical contrast at 450nm was 19% and in the near-IR was 36%. The band-gap of poly(1) (1.6-1.7eV) was found to be significantly lower than that of polypyrrole (2.85eV) and polythiophene (2.3eV) as a consequence of increased electron delocalisation in the system. Important differences in the morphology of doped and dedoped poly(1) films were observed by atomic-force microscopy (AFM). Doped poly(1) films showed a granular morphology with primary particles of 45-60 nm in size and an average surface roughness of 3.5 nm. On the other hand, dedoped poly(1) films showed interconnected aggregates of 65-90 nm in size as a consequence of particle fusion, with a surface roughness of 9.2nm. In summary, poly(1) is a promising material for emerging flexible electrochromic devices such as displays and variable optical attenuators.</div></front></TEI><inist><standard h6="B"><pA><fA01 i1="01" i2="1"><s0>0013-4686</s0></fA01><fA02 i1="01"><s0>ELCAAV</s0></fA02><fA03 i2="1"><s0>Electrochim. acta</s0></fA03><fA05><s2>52</s2></fA05><fA06><s2>14</s2></fA06><fA08 i1="01" i2="1" l="ENG"><s1>Orange to black electrochromic behaviour in poly (2 -(2 -thienyl ) -1h -pyrrole) thin films</s1></fA08><fA11 i1="01" i2="1"><s1>POZO-GONZALO (Cristina)</s1></fA11><fA11 i1="02" i2="1"><s1>POMPOSO (José A.)</s1></fA11><fA11 i1="03" i2="1"><s1>ALDUNCIN (Juan A.)</s1></fA11><fA11 i1="04" i2="1"><s1>SALSAMENDI (Maitane)</s1></fA11><fA11 i1="05" i2="1"><s1>MIKHALEVA (Albina I.)</s1></fA11><fA11 i1="06" i2="1"><s1>KRIVDIN (Leonid B.)</s1></fA11><fA11 i1="07" i2="1"><s1>TROFIMOV (Boris A.)</s1></fA11><fA14 i1="01"><s1>CIDETEC, Centre for Electrochemical Technologies, Paseo Miramón 196</s1><s2>20009 Donostia-San Sebastián</s2><s3>ESP</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ></fA14><fA14 i1="02"><s1>A. E. Favorsky Irkutsk Institute of Chemistry SB RAS, 1 Favorsky Str</s1><s2>664033 Irkutsk</s2><s3>RUS</s3><sZ>5 aut.</sZ><sZ>6 aut.</sZ><sZ>7 aut.</sZ></fA14><fA20><s1>4784-4791</s1></fA20><fA21><s1>2007</s1></fA21><fA23 i1="01"><s0>ENG</s0></fA23><fA43 i1="01"><s1>INIST</s1><s2>1516</s2><s5>354000145668070230</s5></fA43><fA44><s0>0000</s0><s1>© 2007 INIST-CNRS. All rights reserved.</s1></fA44><fA45><s0>38 ref.</s0></fA45><fA47 i1="01" i2="1"><s0>07-0311360</s0></fA47><fA60><s1>P</s1></fA60><fA61><s0>A</s0></fA61><fA64 i1="01" i2="1"><s0>Electrochimica acta</s0></fA64><fA66 i1="01"><s0>GBR</s0></fA66><fC01 i1="01" l="ENG"><s0>We have studied an electrochromic precursor, 2-(2-thienyl)-1H-pyrrole (1), using two improved procedures of the Trofimov reaction. Optimised stereochemical calculations at the B3LYP/6-311G* level showed almost equal s-cis and s-trans conformational populations in 1 with marked out-of-plane deviations of ca. 30°. Model calculations suggest that the predominant rotational conformation in undoped poly(1) would be s-trans with the essential out-of-plane deviations around the all three interheterocyclic bonds ofca. 25-30°. Monomer 1 exhibited two irreversible oxidation processes at +0.86 and +1.3 V corresponding to the oxidation of the pyrrole and thiophene rings, respectively. Orange to black electrochromic behaviour was found in ClO<sub>4</sub>- doped poly(1) thin films with colouring and bleaching times of 1.8 and 1.3 s, respectively. The colouration efficiency during the bleaching process was 233cm<sup>2</sup>/C. The optical contrast at 450nm was 19% and in the near-IR was 36%. The band-gap of poly(1) (1.6-1.7eV) was found to be significantly lower than that of polypyrrole (2.85eV) and polythiophene (2.3eV) as a consequence of increased electron delocalisation in the system. Important differences in the morphology of doped and dedoped poly(1) films were observed by atomic-force microscopy (AFM). Doped poly(1) films showed a granular morphology with primary particles of 45-60 nm in size and an average surface roughness of 3.5 nm. On the other hand, dedoped poly(1) films showed interconnected aggregates of 65-90 nm in size as a consequence of particle fusion, with a surface roughness of 9.2nm. In summary, poly(1) is a promising material for emerging flexible electrochromic devices such as displays and variable optical attenuators.</s0></fC01><fC02 i1="01" i2="X"><s0>001C01H08</s0></fC02><fC02 i1="02" i2="X"><s0>001D03H</s0></fC02><fC03 i1="01" i2="X" l="FRE"><s0>Pyrrole copolymère</s0><s5>01</s5></fC03><fC03 i1="01" i2="X" l="ENG"><s0>Pyrrole copolymer</s0><s5>01</s5></fC03><fC03 i1="01" i2="X" l="SPA"><s0>Pirrol copolimero</s0><s5>01</s5></fC03><fC03 i1="02" i2="X" l="FRE"><s0>Thiophène copolymère</s0><s2>NK</s2><s5>02</s5></fC03><fC03 i1="02" i2="X" l="ENG"><s0>Thiophene copolymer</s0><s2>NK</s2><s5>02</s5></fC03><fC03 i1="02" i2="X" l="SPA"><s0>Tiofeno copolímero</s0><s2>NK</s2><s5>02</s5></fC03><fC03 i1="03" i2="X" l="FRE"><s0>Electrochromisme</s0><s5>03</s5></fC03><fC03 i1="03" i2="X" l="ENG"><s0>Electrochromism</s0><s5>03</s5></fC03><fC03 i1="03" i2="X" l="SPA"><s0>Electrocromismo</s0><s5>03</s5></fC03><fC03 i1="04" i2="3" l="FRE"><s0>Polymère conducteur</s0><s5>04</s5></fC03><fC03 i1="04" i2="3" l="ENG"><s0>Conducting polymers</s0><s5>04</s5></fC03><fC03 i1="05" i2="X" l="FRE"><s0>Copolymérisation électrolytique</s0><s5>05</s5></fC03><fC03 i1="05" i2="X" l="ENG"><s0>Electrolytical copolymerization</s0><s5>05</s5></fC03><fC03 i1="05" i2="X" l="SPA"><s0>Copolimerización electrolítica</s0><s5>05</s5></fC03><fC03 i1="06" i2="X" l="FRE"><s0>Couche mince</s0><s5>06</s5></fC03><fC03 i1="06" i2="X" l="ENG"><s0>Thin film</s0><s5>06</s5></fC03><fC03 i1="06" i2="X" l="SPA"><s0>Capa fina</s0><s5>06</s5></fC03><fC03 i1="07" i2="3" l="FRE"><s0>Affichage électrochromique</s0><s5>07</s5></fC03><fC03 i1="07" i2="3" l="ENG"><s0>Electrochromic displays</s0><s5>07</s5></fC03><fC03 i1="08" i2="X" l="FRE"><s0>Electrode ITO</s0><s5>08</s5></fC03><fC03 i1="08" i2="X" l="ENG"><s0>Indium tin oxide electrode</s0><s5>08</s5></fC03><fC03 i1="08" i2="X" l="SPA"><s0>Electrodo ITO</s0><s5>08</s5></fC03><fC03 i1="09" i2="X" l="FRE"><s0>Electrode</s0><s5>09</s5></fC03><fC03 i1="09" i2="X" l="ENG"><s0>Electrodes</s0><s5>09</s5></fC03><fC03 i1="09" i2="X" l="SPA"><s0>Electrodo</s0><s5>09</s5></fC03><fC03 i1="10" i2="X" l="FRE"><s0>Platine</s0><s1>ACT</s1><s2>NC</s2><s5>10</s5></fC03><fC03 i1="10" i2="X" l="ENG"><s0>Platinum</s0><s1>ACT</s1><s2>NC</s2><s5>10</s5></fC03><fC03 i1="10" i2="X" l="SPA"><s0>Platino</s0><s1>ACT</s1><s2>NC</s2><s5>10</s5></fC03><fC03 i1="11" i2="X" l="FRE"><s0>Spectroélectrochimie</s0><s5>11</s5></fC03><fC03 i1="11" i2="X" l="ENG"><s0>Spectroelectrochemistry</s0><s5>11</s5></fC03><fC03 i1="11" i2="X" l="SPA"><s0>Espectroelectroquímica</s0><s5>11</s5></fC03><fC03 i1="12" i2="X" l="FRE"><s0>Lithium Perchlorate</s0><s1>SOL</s1><s2>NC</s2><s2>NA</s2><s5>12</s5></fC03><fC03 i1="12" i2="X" l="ENG"><s0>Lithium Perchlorates</s0><s1>SOL</s1><s2>NC</s2><s2>NA</s2><s5>12</s5></fC03><fC03 i1="12" i2="X" l="SPA"><s0>Litio Perclorato</s0><s1>SOL</s1><s2>NC</s2><s2>NA</s2><s5>12</s5></fC03><fC03 i1="13" i2="X" l="FRE"><s0>Microscopie force atomique</s0><s5>13</s5></fC03><fC03 i1="13" i2="X" l="ENG"><s0>Atomic force microscopy</s0><s5>13</s5></fC03><fC03 i1="13" i2="X" l="SPA"><s0>Microscopía fuerza atómica</s0><s5>13</s5></fC03><fC03 i1="14" i2="X" l="FRE"><s0>Morphologie</s0><s5>32</s5></fC03><fC03 i1="14" i2="X" l="ENG"><s0>Morphology</s0><s5>32</s5></fC03><fC03 i1="14" i2="X" l="SPA"><s0>Morfología</s0><s5>32</s5></fC03><fC03 i1="15" i2="X" l="FRE"><s0>Réaction électrochimique</s0><s5>33</s5></fC03><fC03 i1="15" i2="X" l="ENG"><s0>Electrochemical reaction</s0><s5>33</s5></fC03><fC03 i1="15" i2="X" l="SPA"><s0>Reacción electroquímica</s0><s5>33</s5></fC03><fC03 i1="16" i2="X" l="FRE"><s0>Structure surface</s0><s5>34</s5></fC03><fC03 i1="16" i2="X" l="ENG"><s0>Surface structure</s0><s5>34</s5></fC03><fC03 i1="16" i2="X" l="SPA"><s0>Estructura superficie</s0><s5>34</s5></fC03><fC07 i1="01" i2="X" l="FRE"><s0>Métal transition</s0><s2>NC</s2><s5>53</s5></fC07><fC07 i1="01" i2="X" l="ENG"><s0>Transition metal</s0><s2>NC</s2><s5>53</s5></fC07><fC07 i1="01" i2="X" l="SPA"><s0>Metal transición</s0><s2>NC</s2><s5>53</s5></fC07><fN21><s1>204</s1></fN21></pA></standard></inist></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=IndiumV3/Data/Russie/Analysis
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 000236 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Russie/Analysis/biblio.hfd -nk 000236 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= *** parameter Area/wikiCode missing ***
|area= IndiumV3
|flux= Russie
|étape= Analysis
|type= RBID
|clé= Pascal:07-0311360
|texte= Orange to black electrochromic behaviour in poly (2 -(2 -thienyl ) -1h -pyrrole) thin films
}}
| This area was generated with Dilib version V0.5.77. |  |