Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:
Identifieur interne : 001481 ( Istex/Corpus ); précédent : 001480; suivant : 001482Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:
Auteurs : V. Prévost ; A. Petit ; F. PlaSource :
- Synthetic Metals [ 0379-6779 ] ; 1999.
English descriptors
- KwdEn :
- Absorbance ratio, Acidic, Acidic medium, Alkaline solution, Alkoxysulfonated, Alkoxysulfonated aniline, Alkoxysulfonated anilines, Ammonium persulfate, Aniline, Aniline derivatives, Aniline mole fraction, Apbus, Apbus units, Apprs, Aqueous solutions, Base form, Bulky substituents, Calc, Chem, Chemical copolymerization, Chemical oxidation, Chemical oxidative copolymerization, Cmy1, Conductive form, Conductivity, Conductivity measurements, Conductivity values, Copolymer, Copolymer composition, Copolymer dissolution, Copolymerization, Degradation extent, Derivative, Doping, Doping level, Electrical conductivities, Electrical conductivity, Elemental analysis, Elemental microanalysis, Elsevier science, Experimental conditions, Experimental mass fractions, External level, Ftir, Ftir analysis, Ftir spectra, Ftir spectroscopy, Hydratation degree, Initial monomer concentrations, Insoluble copolymer fraction, Insoluble fraction, Insoluble part, Interfacial electrochem, Macdiarmid, Macromolecule, Mass fraction copolymer composition, Mole, Mole fraction, Molecular weights, Monomer, Novel polyanilines, Ortho position, Other hand, Oxidizing agent, Polyaniline, Polyaniline derivatives, Polymer, Polymer chain, Polymer laboratories, Polymerization time, Polymolecularity indexs, Representative samples, Size exclusion chromatography, Soluble, Soluble copolymer fraction, Soluble part, Sulfonic acid groups, Synth, Synthetic metals, Typical samples, Various compositions, Vibration band, Vibration bands, Whole doping level.
- Teeft :
- Absorbance ratio, Acidic, Acidic medium, Alkaline solution, Alkoxysulfonated, Alkoxysulfonated aniline, Alkoxysulfonated anilines, Ammonium persulfate, Aniline, Aniline derivatives, Aniline mole fraction, Apbus, Apbus units, Apprs, Aqueous solutions, Base form, Bulky substituents, Calc, Chem, Chemical copolymerization, Chemical oxidation, Chemical oxidative copolymerization, Cmy1, Conductive form, Conductivity, Conductivity measurements, Conductivity values, Copolymer, Copolymer composition, Copolymer dissolution, Copolymerization, Degradation extent, Derivative, Doping, Doping level, Electrical conductivities, Electrical conductivity, Elemental analysis, Elemental microanalysis, Elsevier science, Experimental conditions, Experimental mass fractions, External level, Ftir, Ftir analysis, Ftir spectra, Ftir spectroscopy, Hydratation degree, Initial monomer concentrations, Insoluble copolymer fraction, Insoluble fraction, Insoluble part, Interfacial electrochem, Macdiarmid, Macromolecule, Mass fraction copolymer composition, Mole, Mole fraction, Molecular weights, Monomer, Novel polyanilines, Ortho position, Other hand, Oxidizing agent, Polyaniline, Polyaniline derivatives, Polymer, Polymer chain, Polymer laboratories, Polymerization time, Polymolecularity indexs, Representative samples, Size exclusion chromatography, Soluble, Soluble copolymer fraction, Soluble part, Sulfonic acid groups, Synth, Synthetic metals, Typical samples, Various compositions, Vibration band, Vibration bands, Whole doping level.
Abstract
Abstract: The chemical oxidative copolymerization of aniline (An) with o-alkoxysulfonated anilines, i.e., 1-(o-amino)-propane-3-sulfonic acid (APPrS) and 1-(o-amino)-butane-3-sulfonic acid (APBuS), was a new way to produce water-soluble and self-doped polyaniline derivatives. Poly(An-co-APPrS) and poly(An-co-APBuS) were obtained in H2SO4 acidic medium by chemical oxidation, using ammonium persulfate, of a comonomer mixture containing An and APPrS, or APBuS, in various initial ratios. The copolymers thus obtained with high or low yields, were characterized by elemental microanalysis, FTIR spectroscopy, size exclusion chromatography and conductivity measurements. Due to the electron-donating effects of the alkoxysulfonated groups, the two aniline-derivatives were easily incorporated in the macromolecular chains and strongly enhanced water-solubility of the products. The electrical conductivities of these copolymers, which depend on both self- and external-dopings, were reduced by the incorporation of alkoxysulfonated substituents compared with the one of parent polyaniline.
Url:
DOI: 10.1016/S0379-6779(99)00009-0
Links to Exploration step
ISTEX:8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BALe document en format XML
<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title>Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:</title><author><name sortKey="Prevost, V" sort="Prevost, V" uniqKey="Prevost V" first="V" last="Prévost">V. Prévost</name><affiliation><mods:affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</mods:affiliation></affiliation></author><author><name sortKey="Petit, A" sort="Petit, A" uniqKey="Petit A" first="A" last="Petit">A. Petit</name><affiliation><mods:affiliation>Laboratoire de Chimie-Physique Macromoléculaire, CNRS UMR 7568 ENSIC-INPL, 1, rue Grandville, BP 451, 54001 Nancy Cedex, France</mods:affiliation></affiliation></author><author><name sortKey="Pla, F" sort="Pla, F" uniqKey="Pla F" first="F" last="Pla">F. Pla</name><affiliation><mods:affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</mods:affiliation></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA</idno><date when="1999" year="1999">1999</date><idno type="doi">10.1016/S0379-6779(99)00009-0</idno><idno type="url">https://api.istex.fr/document/8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA/fulltext/pdf</idno><idno type="wicri:Area/Istex/Corpus">001481</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Corpus" wicri:corpus="ISTEX">001481</idno></publicationStmt><sourceDesc><biblStruct><analytic><title level="a">Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:</title><author><name sortKey="Prevost, V" sort="Prevost, V" uniqKey="Prevost V" first="V" last="Prévost">V. Prévost</name><affiliation><mods:affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</mods:affiliation></affiliation></author><author><name sortKey="Petit, A" sort="Petit, A" uniqKey="Petit A" first="A" last="Petit">A. Petit</name><affiliation><mods:affiliation>Laboratoire de Chimie-Physique Macromoléculaire, CNRS UMR 7568 ENSIC-INPL, 1, rue Grandville, BP 451, 54001 Nancy Cedex, France</mods:affiliation></affiliation></author><author><name sortKey="Pla, F" sort="Pla, F" uniqKey="Pla F" first="F" last="Pla">F. Pla</name><affiliation><mods:affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j">Synthetic Metals</title><title level="j" type="abbrev">SYNMET</title><idno type="ISSN">0379-6779</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1999">1999</date><biblScope unit="volume">104</biblScope><biblScope unit="issue">2</biblScope><biblScope unit="page" from="79">79</biblScope><biblScope unit="page" to="87">87</biblScope></imprint><idno type="ISSN">0379-6779</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0379-6779</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Absorbance ratio</term><term>Acidic</term><term>Acidic medium</term><term>Alkaline solution</term><term>Alkoxysulfonated</term><term>Alkoxysulfonated aniline</term><term>Alkoxysulfonated anilines</term><term>Ammonium persulfate</term><term>Aniline</term><term>Aniline derivatives</term><term>Aniline mole fraction</term><term>Apbus</term><term>Apbus units</term><term>Apprs</term><term>Aqueous solutions</term><term>Base form</term><term>Bulky substituents</term><term>Calc</term><term>Chem</term><term>Chemical copolymerization</term><term>Chemical oxidation</term><term>Chemical oxidative copolymerization</term><term>Cmy1</term><term>Conductive form</term><term>Conductivity</term><term>Conductivity measurements</term><term>Conductivity values</term><term>Copolymer</term><term>Copolymer composition</term><term>Copolymer dissolution</term><term>Copolymerization</term><term>Degradation extent</term><term>Derivative</term><term>Doping</term><term>Doping level</term><term>Electrical conductivities</term><term>Electrical conductivity</term><term>Elemental analysis</term><term>Elemental microanalysis</term><term>Elsevier science</term><term>Experimental conditions</term><term>Experimental mass fractions</term><term>External level</term><term>Ftir</term><term>Ftir analysis</term><term>Ftir spectra</term><term>Ftir spectroscopy</term><term>Hydratation degree</term><term>Initial monomer concentrations</term><term>Insoluble copolymer fraction</term><term>Insoluble fraction</term><term>Insoluble part</term><term>Interfacial electrochem</term><term>Macdiarmid</term><term>Macromolecule</term><term>Mass fraction copolymer composition</term><term>Mole</term><term>Mole fraction</term><term>Molecular weights</term><term>Monomer</term><term>Novel polyanilines</term><term>Ortho position</term><term>Other hand</term><term>Oxidizing agent</term><term>Polyaniline</term><term>Polyaniline derivatives</term><term>Polymer</term><term>Polymer chain</term><term>Polymer laboratories</term><term>Polymerization time</term><term>Polymolecularity indexs</term><term>Representative samples</term><term>Size exclusion chromatography</term><term>Soluble</term><term>Soluble copolymer fraction</term><term>Soluble part</term><term>Sulfonic acid groups</term><term>Synth</term><term>Synthetic metals</term><term>Typical samples</term><term>Various compositions</term><term>Vibration band</term><term>Vibration bands</term><term>Whole doping level</term></keywords><keywords scheme="Teeft" xml:lang="en"><term>Absorbance ratio</term><term>Acidic</term><term>Acidic medium</term><term>Alkaline solution</term><term>Alkoxysulfonated</term><term>Alkoxysulfonated aniline</term><term>Alkoxysulfonated anilines</term><term>Ammonium persulfate</term><term>Aniline</term><term>Aniline derivatives</term><term>Aniline mole fraction</term><term>Apbus</term><term>Apbus units</term><term>Apprs</term><term>Aqueous solutions</term><term>Base form</term><term>Bulky substituents</term><term>Calc</term><term>Chem</term><term>Chemical copolymerization</term><term>Chemical oxidation</term><term>Chemical oxidative copolymerization</term><term>Cmy1</term><term>Conductive form</term><term>Conductivity</term><term>Conductivity measurements</term><term>Conductivity values</term><term>Copolymer</term><term>Copolymer composition</term><term>Copolymer dissolution</term><term>Copolymerization</term><term>Degradation extent</term><term>Derivative</term><term>Doping</term><term>Doping level</term><term>Electrical conductivities</term><term>Electrical conductivity</term><term>Elemental analysis</term><term>Elemental microanalysis</term><term>Elsevier science</term><term>Experimental conditions</term><term>Experimental mass fractions</term><term>External level</term><term>Ftir</term><term>Ftir analysis</term><term>Ftir spectra</term><term>Ftir spectroscopy</term><term>Hydratation degree</term><term>Initial monomer concentrations</term><term>Insoluble copolymer fraction</term><term>Insoluble fraction</term><term>Insoluble part</term><term>Interfacial electrochem</term><term>Macdiarmid</term><term>Macromolecule</term><term>Mass fraction copolymer composition</term><term>Mole</term><term>Mole fraction</term><term>Molecular weights</term><term>Monomer</term><term>Novel polyanilines</term><term>Ortho position</term><term>Other hand</term><term>Oxidizing agent</term><term>Polyaniline</term><term>Polyaniline derivatives</term><term>Polymer</term><term>Polymer chain</term><term>Polymer laboratories</term><term>Polymerization time</term><term>Polymolecularity indexs</term><term>Representative samples</term><term>Size exclusion chromatography</term><term>Soluble</term><term>Soluble copolymer fraction</term><term>Soluble part</term><term>Sulfonic acid groups</term><term>Synth</term><term>Synthetic metals</term><term>Typical samples</term><term>Various compositions</term><term>Vibration band</term><term>Vibration bands</term><term>Whole doping level</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Abstract: The chemical oxidative copolymerization of aniline (An) with o-alkoxysulfonated anilines, i.e., 1-(o-amino)-propane-3-sulfonic acid (APPrS) and 1-(o-amino)-butane-3-sulfonic acid (APBuS), was a new way to produce water-soluble and self-doped polyaniline derivatives. Poly(An-co-APPrS) and poly(An-co-APBuS) were obtained in H2SO4 acidic medium by chemical oxidation, using ammonium persulfate, of a comonomer mixture containing An and APPrS, or APBuS, in various initial ratios. The copolymers thus obtained with high or low yields, were characterized by elemental microanalysis, FTIR spectroscopy, size exclusion chromatography and conductivity measurements. Due to the electron-donating effects of the alkoxysulfonated groups, the two aniline-derivatives were easily incorporated in the macromolecular chains and strongly enhanced water-solubility of the products. The electrical conductivities of these copolymers, which depend on both self- and external-dopings, were reduced by the incorporation of alkoxysulfonated substituents compared with the one of parent polyaniline.</div></front></TEI><istex><corpusName>elsevier</corpusName><keywords><teeft><json:string>copolymer</json:string><json:string>aniline</json:string><json:string>cmy1</json:string><json:string>chem</json:string><json:string>copolymerization</json:string><json:string>apprs</json:string><json:string>apbus</json:string><json:string>synth</json:string><json:string>polyaniline</json:string><json:string>alkoxysulfonated</json:string><json:string>aniline mole fraction</json:string><json:string>macromolecule</json:string><json:string>calc</json:string><json:string>ftir</json:string><json:string>synthetic metals</json:string><json:string>acidic</json:string><json:string>doping</json:string><json:string>polymer</json:string><json:string>macdiarmid</json:string><json:string>soluble part</json:string><json:string>electrical conductivity</json:string><json:string>experimental conditions</json:string><json:string>elemental analysis</json:string><json:string>insoluble part</json:string><json:string>derivative</json:string><json:string>doping level</json:string><json:string>chemical oxidative copolymerization</json:string><json:string>whole doping level</json:string><json:string>copolymer composition</json:string><json:string>acidic medium</json:string><json:string>base form</json:string><json:string>polymer chain</json:string><json:string>molecular weights</json:string><json:string>ftir analysis</json:string><json:string>interfacial electrochem</json:string><json:string>aniline derivatives</json:string><json:string>polymolecularity indexs</json:string><json:string>various compositions</json:string><json:string>hydratation degree</json:string><json:string>typical samples</json:string><json:string>degradation extent</json:string><json:string>elemental 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time</json:string><json:string>initial monomer concentrations</json:string><json:string>aqueous solutions</json:string><json:string>alkoxysulfonated anilines</json:string><json:string>oxidizing agent</json:string><json:string>conductive form</json:string><json:string>conductivity values</json:string><json:string>elsevier science</json:string><json:string>electrical conductivities</json:string><json:string>conductivity measurements</json:string><json:string>apbus units</json:string><json:string>novel polyanilines</json:string><json:string>ftir spectra</json:string><json:string>size exclusion chromatography</json:string><json:string>vibration band</json:string><json:string>vibration bands</json:string><json:string>absorbance ratio</json:string><json:string>ftir spectroscopy</json:string><json:string>chemical oxidation</json:string><json:string>polyaniline derivatives</json:string><json:string>polymer laboratories</json:string><json:string>conductivity</json:string></teeft></keywords><author><json:item><name>V Prévost</name><affiliations><json:string>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</json:string></affiliations></json:item><json:item><name>A Petit</name><affiliations><json:string>Laboratoire de Chimie-Physique Macromoléculaire, CNRS UMR 7568 ENSIC-INPL, 1, rue Grandville, BP 451, 54001 Nancy Cedex, France</json:string></affiliations></json:item><json:item><name>F Pla</name><affiliations><json:string>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</json:string></affiliations></json:item></author><subject><json:item><lang><json:string>eng</json:string></lang><value>Aniline</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>o-Alkoxysulfonated aniline</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Copolymerization</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Chemical oxidation</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Conducting polymers</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Self-doping</value></json:item></subject><language><json:string>eng</json:string></language><originalGenre><json:string>Full-length article</json:string></originalGenre><abstract>The chemical oxidative copolymerization of aniline (An) with o-alkoxysulfonated anilines, i.e., 1-(o-amino)-propane-3-sulfonic acid (APPrS) and 1-(o-amino)-butane-3-sulfonic acid (APBuS), was a new way to produce water-soluble and self-doped polyaniline derivatives. Poly(An-co-APPrS) and poly(An-co-APBuS) were obtained in H2SO4 acidic medium by chemical oxidation, using ammonium persulfate, of a comonomer mixture containing An and APPrS, or APBuS, in various initial ratios. The copolymers thus obtained with high or low yields, were characterized by elemental microanalysis, FTIR spectroscopy, size exclusion chromatography and conductivity measurements. Due to the electron-donating effects of the alkoxysulfonated groups, the two aniline-derivatives were easily incorporated in the macromolecular chains and strongly enhanced water-solubility of the products. The electrical conductivities of these copolymers, which depend on both self- and external-dopings, were reduced by the incorporation of alkoxysulfonated substituents compared with the one of parent polyaniline.</abstract><qualityIndicators><score>6.343</score><pdfVersion>1.2</pdfVersion><pdfPageSize>595 x 758 pts</pdfPageSize><refBibsNative>true</refBibsNative><keywordCount>6</keywordCount><abstractCharCount>1078</abstractCharCount><pdfWordCount>4735</pdfWordCount><pdfCharCount>31144</pdfCharCount><pdfPageCount>9</pdfPageCount><abstractWordCount>134</abstractWordCount></qualityIndicators><title>Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:</title><pii><json:string>S0379-6779(99)00009-0</json:string></pii><genre><json:string>research-article</json:string></genre><host><title>Synthetic Metals</title><language><json:string>unknown</json:string></language><publicationDate>1999</publicationDate><issn><json:string>0379-6779</json:string></issn><pii><json:string>S0379-6779(00)X0037-9</json:string></pii><volume>104</volume><issue>2</issue><pages><first>79</first><last>87</last></pages><genre><json:string>journal</json:string></genre></host><categories><wos><json:string>science</json:string><json:string>polymer science</json:string><json:string>physics, condensed matter</json:string><json:string>materials science, multidisciplinary</json:string></wos><scienceMetrix><json:string>natural sciences</json:string><json:string>physics & astronomy</json:string><json:string>applied physics</json:string></scienceMetrix><inist><json:string>sciences appliquees, technologies et medecines</json:string><json:string>sciences biologiques et medicales</json:string><json:string>sciences biologiques fondamentales et appliquees. psychologie</json:string></inist></categories><publicationDate>1999</publicationDate><copyrightDate>1999</copyrightDate><doi><json:string>10.1016/S0379-6779(99)00009-0</json:string></doi><id>8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA</id><score>1</score><fulltext><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/document/8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA/fulltext/pdf</uri></json:item><json:item><extension>zip</extension><original>false</original><mimetype>application/zip</mimetype><uri>https://api.istex.fr/document/8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA/fulltext/zip</uri></json:item><istex:fulltextTEI uri="https://api.istex.fr/document/8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA/fulltext/tei"><teiHeader><fileDesc><titleStmt><title level="a">Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:</title><title level="a" type="sub">I. Synthesis and characterization of novel self-doped polyanilines</title></titleStmt><publicationStmt><authority>ISTEX</authority><publisher>ELSEVIER</publisher><availability><p>©1999 Elsevier Science S.A.</p></availability><date>1999</date></publicationStmt><notesStmt><note type="content">Fig. 1: Dependence of the aniline mole fraction in the copolymer (FAn) on the aniline mole fraction in the feed (fAn) for copolymers synthesized at low yields (5–25 wt.%). Systems: (a) aniline/APPrS; (b) aniline/APBuS.</note><note type="content">Fig. 2: Infrared spectra in KBr pellets of poly(An-co-APPrS) with various compositions: (a) FAn=0.12, (b) FAn=0.52, (c) FAn=0.76 and (d) polyaniline, in their respective base form.</note><note type="content">Fig. 3: Dependence of copolymer composition (FAn) on IR absorbance ratio (A1045/A830) for poly(An-co-APPrS) (○) and poly(An-co-APBuS) (▵) in their base form. Open points: experimental data; solid line: see Eq. (6).</note><note type="content">Table 1: Elemental analysis and composition of some representative samples obtained by chemical copolymerization of aniline (An) with 1-(o-aminophenoxy)-propane-3-sulfonic acid (APPrS)a</note><note type="content">Table 2: Elemental analysis and composition of some representative samples obtained by chemical copolymerization of aniline (An) with 1-(o-aminophenoxy)-butane-4-sulfonic acid (APBuS)a</note><note type="content">Table 3: Characterization of the copolymers of aniline (An) with 1-(o-aminophenoxy)-propane-3-sulfonic acid (APPrS) obtained in low yieldsa</note><note type="content">Table 4: Characterization of the copolymers of aniline (An) with 1-(o-aminophenoxy)-butane-4-sulfonic acid (APBuS) obtained in low yieldsa</note><note type="content">Table 5: Characterization of poly(An-co-APPrS) (samples HP) and poly(An-co-APBuS) (samples HB) obtained in high yielsa</note></notesStmt><sourceDesc><biblStruct type="inbook"><analytic><title level="a">Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:</title><title level="a" type="sub">I. Synthesis and characterization of novel self-doped polyanilines</title><author xml:id="author-0000"><persName><forename type="first">V</forename><surname>Prévost</surname></persName><affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</affiliation></author><author xml:id="author-0001"><persName><forename type="first">A</forename><surname>Petit</surname></persName><note type="correspondence"><p>Corresponding author. Tel.: +33-03-83-17-50-95; fax: +33-03-83-37-99-77</p></note><affiliation>Laboratoire de Chimie-Physique Macromoléculaire, CNRS UMR 7568 ENSIC-INPL, 1, rue Grandville, BP 451, 54001 Nancy Cedex, France</affiliation></author><author xml:id="author-0002"><persName><forename type="first">F</forename><surname>Pla</surname></persName><affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</affiliation></author><idno type="istex">8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA</idno><idno type="DOI">10.1016/S0379-6779(99)00009-0</idno><idno type="PII">S0379-6779(99)00009-0</idno></analytic><monogr><title level="j">Synthetic Metals</title><title level="j" type="abbrev">SYNMET</title><idno type="pISSN">0379-6779</idno><idno type="PII">S0379-6779(00)X0037-9</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1999"></date><biblScope unit="volume">104</biblScope><biblScope unit="issue">2</biblScope><biblScope unit="page" from="79">79</biblScope><biblScope unit="page" to="87">87</biblScope></imprint></monogr></biblStruct></sourceDesc></fileDesc><profileDesc><creation><date>1999</date></creation><langUsage><language ident="en">en</language></langUsage><abstract xml:lang="en"><p>The chemical oxidative copolymerization of aniline (An) with o-alkoxysulfonated anilines, i.e., 1-(o-amino)-propane-3-sulfonic acid (APPrS) and 1-(o-amino)-butane-3-sulfonic acid (APBuS), was a new way to produce water-soluble and self-doped polyaniline derivatives. Poly(An-co-APPrS) and poly(An-co-APBuS) were obtained in H2SO4 acidic medium by chemical oxidation, using ammonium persulfate, of a comonomer mixture containing An and APPrS, or APBuS, in various initial ratios. The copolymers thus obtained with high or low yields, were characterized by elemental microanalysis, FTIR spectroscopy, size exclusion chromatography and conductivity measurements. Due to the electron-donating effects of the alkoxysulfonated groups, the two aniline-derivatives were easily incorporated in the macromolecular chains and strongly enhanced water-solubility of the products. The electrical conductivities of these copolymers, which depend on both self- and external-dopings, were reduced by the incorporation of alkoxysulfonated substituents compared with the one of parent polyaniline.</p></abstract><textClass><keywords scheme="keyword"><list><head>Keywords</head><item><term>Aniline</term></item><item><term>o-Alkoxysulfonated aniline</term></item><item><term>Copolymerization</term></item><item><term>Chemical oxidation</term></item><item><term>Conducting polymers</term></item><item><term>Self-doping</term></item></list></keywords></textClass></profileDesc><revisionDesc><change when="1998-12-18">Modified</change><change when="1999">Published</change></revisionDesc></teiHeader></istex:fulltextTEI><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/document/8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA/fulltext/txt</uri></json:item></fulltext><metadata><istex:metadataXml wicri:clean="Elsevier, elements deleted: ce:floats; body; tail"><istex:xmlDeclaration>version="1.0" encoding="utf-8"</istex:xmlDeclaration><istex:docType PUBLIC="-//ES//DTD journal article DTD version 4.5.2//EN//XML" URI="art452.dtd" name="istex:docType"><istex:entity SYSTEM="fx1" NDATA="IMAGE" name="fx1"></istex:entity><istex:entity SYSTEM="fx2" NDATA="IMAGE" name="fx2"></istex:entity><istex:entity SYSTEM="gr1" NDATA="IMAGE" name="gr1"></istex:entity><istex:entity SYSTEM="gr2" NDATA="IMAGE" name="gr2"></istex:entity><istex:entity SYSTEM="gr3" NDATA="IMAGE" name="gr3"></istex:entity></istex:docType><istex:document><converted-article version="4.5.2" docsubtype="fla"><item-info><jid>SYNMET</jid><aid>6850</aid><ce:pii>S0379-6779(99)00009-0</ce:pii><ce:doi>10.1016/S0379-6779(99)00009-0</ce:doi><ce:copyright year="1999" type="full-transfer">Elsevier Science S.A.</ce:copyright></item-info><head><ce:title>Studies on chemical oxidative copolymerization of aniline and <ce:italic>o</ce:italic>-alkoxysulfonated anilines:</ce:title><ce:subtitle>I. Synthesis and characterization of novel self-doped polyanilines</ce:subtitle><ce:author-group><ce:author><ce:given-name>V</ce:given-name><ce:surname>Prévost</ce:surname><ce:cross-ref refid="AFF1">a</ce:cross-ref></ce:author><ce:author><ce:given-name>A</ce:given-name><ce:surname>Petit</ce:surname><ce:cross-ref refid="AFF2">b</ce:cross-ref><ce:cross-ref refid="CORR1">*</ce:cross-ref></ce:author><ce:author><ce:given-name>F</ce:given-name><ce:surname>Pla</ce:surname><ce:cross-ref refid="AFF1">a</ce:cross-ref></ce:author><ce:affiliation id="AFF1"><ce:label>a</ce:label><ce:textfn>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</ce:textfn></ce:affiliation><ce:affiliation id="AFF2"><ce:label>b</ce:label><ce:textfn>Laboratoire de Chimie-Physique Macromoléculaire, CNRS UMR 7568 ENSIC-INPL, 1, rue Grandville, BP 451, 54001 Nancy Cedex, France</ce:textfn></ce:affiliation><ce:correspondence id="CORR1"><ce:label>*</ce:label><ce:text>Corresponding author. Tel.: +33-03-83-17-50-95; fax: +33-03-83-37-99-77</ce:text></ce:correspondence></ce:author-group><ce:date-received day="8" month="5" year="1998"></ce:date-received><ce:date-revised day="18" month="12" year="1998"></ce:date-revised><ce:date-accepted day="12" month="1" year="1999"></ce:date-accepted><ce:abstract><ce:section-title>Abstract</ce:section-title><ce:abstract-sec><ce:simple-para>The chemical oxidative copolymerization of aniline (An) with <ce:italic>o</ce:italic>-alkoxysulfonated anilines, i.e., 1-(<ce:italic>o</ce:italic>-amino)-propane-3-sulfonic acid (APPrS) and 1-(<ce:italic>o</ce:italic>-amino)-butane-3-sulfonic acid (APBuS), was a new way to produce water-soluble and self-doped polyaniline derivatives. Poly(An-<ce:italic>co</ce:italic>-APPrS) and poly(An-<ce:italic>co</ce:italic>-APBuS) were obtained in H<ce:inf>2</ce:inf>SO<ce:inf>4</ce:inf> acidic medium by chemical oxidation, using ammonium persulfate, of a comonomer mixture containing An and APPrS, or APBuS, in various initial ratios. The copolymers thus obtained with high or low yields, were characterized by elemental microanalysis, FTIR spectroscopy, size exclusion chromatography and conductivity measurements. Due to the electron-donating effects of the alkoxysulfonated groups, the two aniline-derivatives were easily incorporated in the macromolecular chains and strongly enhanced water-solubility of the products. The electrical conductivities of these copolymers, which depend on both self- and external-dopings, were reduced by the incorporation of alkoxysulfonated substituents compared with the one of parent polyaniline.</ce:simple-para></ce:abstract-sec></ce:abstract><ce:keywords class="keyword"><ce:section-title>Keywords</ce:section-title><ce:keyword><ce:text>Aniline</ce:text></ce:keyword><ce:keyword><ce:text><ce:italic>o</ce:italic>-Alkoxysulfonated aniline</ce:text></ce:keyword><ce:keyword><ce:text>Copolymerization</ce:text></ce:keyword><ce:keyword><ce:text>Chemical oxidation</ce:text></ce:keyword><ce:keyword><ce:text>Conducting polymers</ce:text></ce:keyword><ce:keyword><ce:text>Self-doping</ce:text></ce:keyword></ce:keywords></head></converted-article></istex:document></istex:metadataXml><mods version="3.6"><titleInfo><title>Studies on chemical oxidative copolymerization of aniline and o -alkoxysulfonated anilines:</title><subTitle>I. Synthesis and characterization of novel self-doped polyanilines</subTitle></titleInfo><titleInfo type="alternative" contentType="CDATA"><title>Studies on chemical oxidative copolymerization of aniline and</title><subTitle>I. Synthesis and characterization of novel self-doped polyanilines</subTitle></titleInfo><name type="personal"><namePart type="given">V</namePart><namePart type="family">Prévost</namePart><affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">A</namePart><namePart type="family">Petit</namePart><affiliation>Laboratoire de Chimie-Physique Macromoléculaire, CNRS UMR 7568 ENSIC-INPL, 1, rue Grandville, BP 451, 54001 Nancy Cedex, France</affiliation><description>Corresponding author. Tel.: +33-03-83-17-50-95; fax: +33-03-83-37-99-77</description><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">F</namePart><namePart type="family">Pla</namePart><affiliation>Laboratoire des Sciences du Génie Chimique, CNRS UPR 6811, France</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="research-article" displayLabel="Full-length article" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-1JC4F85T-7">research-article</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">1999</dateIssued><dateModified encoding="w3cdtf">1998-12-18</dateModified><copyrightDate encoding="w3cdtf">1999</copyrightDate></originInfo><language><languageTerm type="code" authority="iso639-2b">eng</languageTerm><languageTerm type="code" authority="rfc3066">en</languageTerm></language><abstract lang="en">Abstract: The chemical oxidative copolymerization of aniline (An) with o-alkoxysulfonated anilines, i.e., 1-(o-amino)-propane-3-sulfonic acid (APPrS) and 1-(o-amino)-butane-3-sulfonic acid (APBuS), was a new way to produce water-soluble and self-doped polyaniline derivatives. Poly(An-co-APPrS) and poly(An-co-APBuS) were obtained in H2SO4 acidic medium by chemical oxidation, using ammonium persulfate, of a comonomer mixture containing An and APPrS, or APBuS, in various initial ratios. The copolymers thus obtained with high or low yields, were characterized by elemental microanalysis, FTIR spectroscopy, size exclusion chromatography and conductivity measurements. Due to the electron-donating effects of the alkoxysulfonated groups, the two aniline-derivatives were easily incorporated in the macromolecular chains and strongly enhanced water-solubility of the products. The electrical conductivities of these copolymers, which depend on both self- and external-dopings, were reduced by the incorporation of alkoxysulfonated substituents compared with the one of parent polyaniline.</abstract><note type="content">Fig. 1: Dependence of the aniline mole fraction in the copolymer (FAn) on the aniline mole fraction in the feed (fAn) for copolymers synthesized at low yields (5–25 wt.%). Systems: (a) aniline/APPrS; (b) aniline/APBuS.</note><note type="content">Fig. 2: Infrared spectra in KBr pellets of poly(An-co-APPrS) with various compositions: (a) FAn=0.12, (b) FAn=0.52, (c) FAn=0.76 and (d) polyaniline, in their respective base form.</note><note type="content">Fig. 3: Dependence of copolymer composition (FAn) on IR absorbance ratio (A1045/A830) for poly(An-co-APPrS) (○) and poly(An-co-APBuS) (▵) in their base form. Open points: experimental data; solid line: see Eq. (6).</note><note type="content">Table 1: Elemental analysis and composition of some representative samples obtained by chemical copolymerization of aniline (An) with 1-(o-aminophenoxy)-propane-3-sulfonic acid (APPrS)a</note><note type="content">Table 2: Elemental analysis and composition of some representative samples obtained by chemical copolymerization of aniline (An) with 1-(o-aminophenoxy)-butane-4-sulfonic acid (APBuS)a</note><note type="content">Table 3: Characterization of the copolymers of aniline (An) with 1-(o-aminophenoxy)-propane-3-sulfonic acid (APPrS) obtained in low yieldsa</note><note type="content">Table 4: Characterization of the copolymers of aniline (An) with 1-(o-aminophenoxy)-butane-4-sulfonic acid (APBuS) obtained in low yieldsa</note><note type="content">Table 5: Characterization of poly(An-co-APPrS) (samples HP) and poly(An-co-APBuS) (samples HB) obtained in high yielsa</note><subject><genre>Keywords</genre><topic>Aniline</topic><topic>o-Alkoxysulfonated aniline</topic><topic>Copolymerization</topic><topic>Chemical oxidation</topic><topic>Conducting polymers</topic><topic>Self-doping</topic></subject><relatedItem type="host"><titleInfo><title>Synthetic Metals</title></titleInfo><titleInfo type="abbreviated"><title>SYNMET</title></titleInfo><genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">19990708</dateIssued></originInfo><identifier type="ISSN">0379-6779</identifier><identifier type="PII">S0379-6779(00)X0037-9</identifier><part><date>19990708</date><detail type="volume"><number>104</number><caption>vol.</caption></detail><detail type="issue"><number>2</number><caption>no.</caption></detail><extent unit="issue-pages"><start>73</start><end>144</end></extent><extent unit="pages"><start>79</start><end>87</end></extent></part></relatedItem><identifier type="istex">8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA</identifier><identifier type="ark">ark:/67375/6H6-JD88H0BR-Q</identifier><identifier type="DOI">10.1016/S0379-6779(99)00009-0</identifier><identifier type="PII">S0379-6779(99)00009-0</identifier><accessCondition type="use and reproduction" contentType="copyright">©1999 Elsevier Science S.A.</accessCondition><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-HKKZVM7B-M">elsevier</recordContentSource><recordOrigin>Elsevier Science S.A., ©1999</recordOrigin></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/document/8E9DC831F819D5C12B4CB6B05C81B77BFC8CF2BA/metadata/json</uri></json:item></metadata><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
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