Electrochemical polymerization of aniline investigated using on-line electrochemistry/electrospray mass spectrometry.
Identifieur interne : 002619 ( PubMed/Curation ); précédent : 002618; suivant : 002620Electrochemical polymerization of aniline investigated using on-line electrochemistry/electrospray mass spectrometry.
Auteurs : H. Deng [États-Unis] ; G J Van BerkelSource :
- Analytical chemistry [ 0003-2700 ] ; 1999.
Abstract
A thin-layer electrochemical flow cell coupled on-line with electrospray mass spectrometry (EC/ES-MS) was used to investigate the soluble products from the controlled-potential anodic polymerization of aniline in H(2)O and H(2)O/CH(3)OH (1/1 v/v) with ammonium acetate and acetic acid or ammonium hydroxide as electrolytes (pH 4, 6.5, or 9). At a working electrode (glassy carbon) potential of 1.0 V versus Ag/AgCl, singly protonated aniline oligomers containing as many as 10 aniline units (10-mer) were observed in the ES mass spectra when the polymerization in H(2)O/CH(3)OH at pH 4 was carried out. The abundance of the higher n-mers decreased at higher solution pH and in 100% H(2)O at pH 4. Most of the oligomers were observed in more than one redox state ranging from fully oxidized (all imine nitrogens) to fully reduced (all amine nitrogens). The number of different redox states observed for the n-mers increased with increasing n. The structures of the reduced (m/z 185) and oxidized (m/z 183) aniline dimer ions (head-to-tail, tail-to-tail, or head-to-head) produced from the polymerization of aniline at pH 4, 6.5, and 9 in H(2)O/CH(3)OH were revealed to vary as a function of pH by comparison of their tandem mass spectrometry product ion spectra with the product ion spectra of the dimer standards. EC/ES-MS potential scan experiments, in which the working electrode current and major n-mer ions for n = 2, 3, and 4 were monitored as a function of electrode potential, were used to probe the growth mechanism to higher aniline oligomers. Under the conditions used, the controlled-current electrolytic process inherent to the operation of the ES ion source did not significantly influence the formation or nature of the oligomers observed. Beyond the current application, the results presented here serve to demonstrate the utility of EC/ES-MS as a tool in identifying the initial products of electropolymerization and in studying the products of electrode reactions in general.
DOI: 10.1021/ac990527y
PubMed: 21662856
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Deng</name><affiliation wicri:level="2"><nlm:affiliation>Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831-6365.</nlm:affiliation><country xml:lang="fr">États-Unis</country><placeName><region type="state">Tennessee</region></placeName><wicri:cityArea>Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge</wicri:cityArea></affiliation></author><author><name sortKey="Van Berkel, G J" sort="Van Berkel, G J" uniqKey="Van Berkel G" first="G J" last="Van Berkel">G J Van Berkel</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="1999">1999</date><idno type="RBID">pubmed:21662856</idno><idno type="pmid">21662856</idno><idno type="doi">10.1021/ac990527y</idno><idno type="wicri:Area/PubMed/Corpus">002619</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">002619</idno><idno type="wicri:Area/PubMed/Curation">002619</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">002619</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Electrochemical polymerization of aniline investigated using on-line electrochemistry/electrospray mass spectrometry.</title><author><name sortKey="Deng, H" sort="Deng, H" uniqKey="Deng H" first="H" last="Deng">H. Deng</name><affiliation wicri:level="2"><nlm:affiliation>Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831-6365.</nlm:affiliation><country xml:lang="fr">États-Unis</country><placeName><region type="state">Tennessee</region></placeName><wicri:cityArea>Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge</wicri:cityArea></affiliation></author><author><name sortKey="Van Berkel, G J" sort="Van Berkel, G J" uniqKey="Van Berkel G" first="G J" last="Van Berkel">G J Van Berkel</name></author></analytic><series><title level="j">Analytical chemistry</title><idno type="ISSN">0003-2700</idno><imprint><date when="1999" type="published">1999</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">A thin-layer electrochemical flow cell coupled on-line with electrospray mass spectrometry (EC/ES-MS) was used to investigate the soluble products from the controlled-potential anodic polymerization of aniline in H(2)O and H(2)O/CH(3)OH (1/1 v/v) with ammonium acetate and acetic acid or ammonium hydroxide as electrolytes (pH 4, 6.5, or 9). At a working electrode (glassy carbon) potential of 1.0 V versus Ag/AgCl, singly protonated aniline oligomers containing as many as 10 aniline units (10-mer) were observed in the ES mass spectra when the polymerization in H(2)O/CH(3)OH at pH 4 was carried out. The abundance of the higher n-mers decreased at higher solution pH and in 100% H(2)O at pH 4. Most of the oligomers were observed in more than one redox state ranging from fully oxidized (all imine nitrogens) to fully reduced (all amine nitrogens). The number of different redox states observed for the n-mers increased with increasing n. The structures of the reduced (m/z 185) and oxidized (m/z 183) aniline dimer ions (head-to-tail, tail-to-tail, or head-to-head) produced from the polymerization of aniline at pH 4, 6.5, and 9 in H(2)O/CH(3)OH were revealed to vary as a function of pH by comparison of their tandem mass spectrometry product ion spectra with the product ion spectra of the dimer standards. EC/ES-MS potential scan experiments, in which the working electrode current and major n-mer ions for n = 2, 3, and 4 were monitored as a function of electrode potential, were used to probe the growth mechanism to higher aniline oligomers. Under the conditions used, the controlled-current electrolytic process inherent to the operation of the ES ion source did not significantly influence the formation or nature of the oligomers observed. Beyond the current application, the results presented here serve to demonstrate the utility of EC/ES-MS as a tool in identifying the initial products of electropolymerization and in studying the products of electrode reactions in general.</div></front></TEI><pubmed><MedlineCitation Status="PubMed-not-MEDLINE" Owner="NLM"><PMID Version="1">21662856</PMID><DateCompleted><Year>2012</Year><Month>10</Month><Day>02</Day></DateCompleted><DateRevised><Year>2011</Year><Month>06</Month><Day>13</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0003-2700</ISSN><JournalIssue CitedMedium="Print"><Volume>71</Volume><Issue>19</Issue><PubDate><Year>1999</Year><Month>Oct</Month><Day>01</Day></PubDate></JournalIssue><Title>Analytical chemistry</Title><ISOAbbreviation>Anal. Chem.</ISOAbbreviation></Journal><ArticleTitle>Electrochemical polymerization of aniline investigated using on-line electrochemistry/electrospray mass spectrometry.</ArticleTitle><Pagination><MedlinePgn>4284-93</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1021/ac990527y</ELocationID><Abstract><AbstractText>A thin-layer electrochemical flow cell coupled on-line with electrospray mass spectrometry (EC/ES-MS) was used to investigate the soluble products from the controlled-potential anodic polymerization of aniline in H(2)O and H(2)O/CH(3)OH (1/1 v/v) with ammonium acetate and acetic acid or ammonium hydroxide as electrolytes (pH 4, 6.5, or 9). At a working electrode (glassy carbon) potential of 1.0 V versus Ag/AgCl, singly protonated aniline oligomers containing as many as 10 aniline units (10-mer) were observed in the ES mass spectra when the polymerization in H(2)O/CH(3)OH at pH 4 was carried out. The abundance of the higher n-mers decreased at higher solution pH and in 100% H(2)O at pH 4. Most of the oligomers were observed in more than one redox state ranging from fully oxidized (all imine nitrogens) to fully reduced (all amine nitrogens). The number of different redox states observed for the n-mers increased with increasing n. The structures of the reduced (m/z 185) and oxidized (m/z 183) aniline dimer ions (head-to-tail, tail-to-tail, or head-to-head) produced from the polymerization of aniline at pH 4, 6.5, and 9 in H(2)O/CH(3)OH were revealed to vary as a function of pH by comparison of their tandem mass spectrometry product ion spectra with the product ion spectra of the dimer standards. EC/ES-MS potential scan experiments, in which the working electrode current and major n-mer ions for n = 2, 3, and 4 were monitored as a function of electrode potential, were used to probe the growth mechanism to higher aniline oligomers. Under the conditions used, the controlled-current electrolytic process inherent to the operation of the ES ion source did not significantly influence the formation or nature of the oligomers observed. Beyond the current application, the results presented here serve to demonstrate the utility of EC/ES-MS as a tool in identifying the initial products of electropolymerization and in studying the products of electrode reactions in general.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Deng</LastName><ForeName>H</ForeName><Initials>H</Initials><AffiliationInfo><Affiliation>Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831-6365.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Van Berkel</LastName><ForeName>G J</ForeName><Initials>GJ</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Anal Chem</MedlineTA><NlmUniqueID>0370536</NlmUniqueID><ISSNLinking>0003-2700</ISSNLinking></MedlineJournalInfo></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="entrez"><Year>2011</Year><Month>6</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>1999</Year><Month>10</Month><Day>1</Day><Hour>0</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>1999</Year><Month>10</Month><Day>1</Day><Hour>0</Hour><Minute>1</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">21662856</ArticleId><ArticleId IdType="doi">10.1021/ac990527y</ArticleId></ArticleIdList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
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