Serveur d'exploration sur la simulation d'un remplissage de moule

Attention, ce site est en cours de développement !
Attention, site généré par des moyens informatiques à partir de corpus bruts.
Les informations ne sont donc pas validées.

Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process

Identifieur interne : 005C39 ( Istex/Corpus ); précédent : 005C38; suivant : 005C40

Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process

Auteurs : Yasuo Saegusa ; Yasuhiro Ozeki ; Shigeo Harada ; Shigeo Nakamura

Source :

Abstract

A novel thermally stable and semiconducting polyheterocycle, poly(1,3,4‐thiadiazole amine), was synthesized from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening. The polymer is a new class of ordered alternating copoly(aniline) containing 1,3,4‐thiadiazole heterocyclic units. An investigation of the reaction of 2‐phenyl‐1,3,4‐oxadiazoline‐5‐thione with aniline was conducted as a model reaction for the polymerization, and poly(phosphoric acid) (PPA) and phosphorus pentoxide/methanesulfonic acid (PPMA) were found to be favorable both as condensing agent and solvent for the formation of 2‐anilino‐5‐phenyl‐1,3,4‐thiadiazole as a model compound. The polymerization was carried out both by two‐step procedure that included ring‐opening self‐polyaddition giving poly(1‐benzoylthiosemicarbazide), followed by cyclodehydration to poly(1,3,4‐thiadiazole amine), and by a one‐step procedure including cyclodehydration in situ. The poly(1‐benzoylthiosemicarbazide) which was formed in the first step in m‐cresol had reduced viscosities up to 0,42 dL·g−1, and it was converted to poly(1,3,4‐thiadiazole amine) by treating in PPA or PPMA. Poly(1,3,4‐thiadiazole amine) having reduced viscosities up to 0,25 dL·g−1 was also synthesized by the direct one‐step polymerization in PPA or PPMA. The polymer is highly thermally stable and exhibited no weight loss up to 350°C under nitrogen. Its electric conductivity was less than 10−10 S·cm−1 at ambient temperature, but markedly increased to 2,9·10−7 S·cm−1 upon doping with iodine.


Url:
DOI: 10.1002/macp.1994.021950916

Links to Exploration step

ISTEX:0A3901797ADC6DCF6000643D12605A8D8F344DF9

Le document en format XML

<record>
<TEI wicri:istexFullTextTei="biblStruct">
<teiHeader>
<fileDesc>
<titleStmt>
<title xml:lang="en">Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
<author>
<name sortKey="Saegusa, Yasuo" sort="Saegusa, Yasuo" uniqKey="Saegusa Y" first="Yasuo" last="Saegusa">Yasuo Saegusa</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
<author>
<name sortKey="Ozeki, Yasuhiro" sort="Ozeki, Yasuhiro" uniqKey="Ozeki Y" first="Yasuhiro" last="Ozeki">Yasuhiro Ozeki</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
<author>
<name sortKey="Harada, Shigeo" sort="Harada, Shigeo" uniqKey="Harada S" first="Shigeo" last="Harada">Shigeo Harada</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
<author>
<name sortKey="Nakamura, Shigeo" sort="Nakamura, Shigeo" uniqKey="Nakamura S" first="Shigeo" last="Nakamura">Shigeo Nakamura</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
</titleStmt>
<publicationStmt>
<idno type="wicri:source">ISTEX</idno>
<idno type="RBID">ISTEX:0A3901797ADC6DCF6000643D12605A8D8F344DF9</idno>
<date when="1994" year="1994">1994</date>
<idno type="doi">10.1002/macp.1994.021950916</idno>
<idno type="url">https://api.istex.fr/document/0A3901797ADC6DCF6000643D12605A8D8F344DF9/fulltext/pdf</idno>
<idno type="wicri:Area/Istex/Corpus">005C39</idno>
</publicationStmt>
<sourceDesc>
<biblStruct>
<analytic>
<title level="a" type="main" xml:lang="en">Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
<author>
<name sortKey="Saegusa, Yasuo" sort="Saegusa, Yasuo" uniqKey="Saegusa Y" first="Yasuo" last="Saegusa">Yasuo Saegusa</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
<author>
<name sortKey="Ozeki, Yasuhiro" sort="Ozeki, Yasuhiro" uniqKey="Ozeki Y" first="Yasuhiro" last="Ozeki">Yasuhiro Ozeki</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
<author>
<name sortKey="Harada, Shigeo" sort="Harada, Shigeo" uniqKey="Harada S" first="Shigeo" last="Harada">Shigeo Harada</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
<author>
<name sortKey="Nakamura, Shigeo" sort="Nakamura, Shigeo" uniqKey="Nakamura S" first="Shigeo" last="Nakamura">Shigeo Nakamura</name>
<affiliation>
<mods:affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</mods:affiliation>
</affiliation>
</author>
</analytic>
<monogr></monogr>
<series>
<title level="j">Macromolecular Chemistry and Physics</title>
<title level="j" type="abbrev">Macromol. Chem. Phys.</title>
<idno type="ISSN">1022-1352</idno>
<idno type="eISSN">1521-3935</idno>
<imprint>
<publisher>Hüthig & Wepf Verlag</publisher>
<pubPlace>Zug</pubPlace>
<date type="published" when="1994-09">1994-09</date>
<biblScope unit="volume">195</biblScope>
<biblScope unit="issue">9</biblScope>
<biblScope unit="page" from="3189">3189</biblScope>
<biblScope unit="page" to="3198">3198</biblScope>
</imprint>
<idno type="ISSN">1022-1352</idno>
</series>
<idno type="istex">0A3901797ADC6DCF6000643D12605A8D8F344DF9</idno>
<idno type="DOI">10.1002/macp.1994.021950916</idno>
<idno type="ArticleID">MACP021950916</idno>
</biblStruct>
</sourceDesc>
<seriesStmt>
<idno type="ISSN">1022-1352</idno>
</seriesStmt>
</fileDesc>
<profileDesc>
<textClass></textClass>
<langUsage>
<language ident="en">en</language>
</langUsage>
</profileDesc>
</teiHeader>
<front>
<div type="abstract" xml:lang="en">A novel thermally stable and semiconducting polyheterocycle, poly(1,3,4‐thiadiazole amine), was synthesized from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening. The polymer is a new class of ordered alternating copoly(aniline) containing 1,3,4‐thiadiazole heterocyclic units. An investigation of the reaction of 2‐phenyl‐1,3,4‐oxadiazoline‐5‐thione with aniline was conducted as a model reaction for the polymerization, and poly(phosphoric acid) (PPA) and phosphorus pentoxide/methanesulfonic acid (PPMA) were found to be favorable both as condensing agent and solvent for the formation of 2‐anilino‐5‐phenyl‐1,3,4‐thiadiazole as a model compound. The polymerization was carried out both by two‐step procedure that included ring‐opening self‐polyaddition giving poly(1‐benzoylthiosemicarbazide), followed by cyclodehydration to poly(1,3,4‐thiadiazole amine), and by a one‐step procedure including cyclodehydration in situ. The poly(1‐benzoylthiosemicarbazide) which was formed in the first step in m‐cresol had reduced viscosities up to 0,42 dL·g−1, and it was converted to poly(1,3,4‐thiadiazole amine) by treating in PPA or PPMA. Poly(1,3,4‐thiadiazole amine) having reduced viscosities up to 0,25 dL·g−1 was also synthesized by the direct one‐step polymerization in PPA or PPMA. The polymer is highly thermally stable and exhibited no weight loss up to 350°C under nitrogen. Its electric conductivity was less than 10−10 S·cm−1 at ambient temperature, but markedly increased to 2,9·10−7 S·cm−1 upon doping with iodine.</div>
</front>
</TEI>
<istex>
<corpusName>wiley</corpusName>
<author>
<json:item>
<name>Yasuo Saegusa</name>
<affiliations>
<json:string>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</json:string>
</affiliations>
</json:item>
<json:item>
<name>Yasuhiro Ozeki</name>
<affiliations>
<json:string>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</json:string>
</affiliations>
</json:item>
<json:item>
<name>Shigeo Harada</name>
<affiliations>
<json:string>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</json:string>
</affiliations>
</json:item>
<json:item>
<name>Shigeo Nakamura</name>
<affiliations>
<json:string>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</json:string>
</affiliations>
</json:item>
</author>
<articleId>
<json:string>MACP021950916</json:string>
</articleId>
<language>
<json:string>eng</json:string>
</language>
<originalGenre>
<json:string>article</json:string>
</originalGenre>
<abstract>A novel thermally stable and semiconducting polyheterocycle, poly(1,3,4‐thiadiazole amine), was synthesized from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening. The polymer is a new class of ordered alternating copoly(aniline) containing 1,3,4‐thiadiazole heterocyclic units. An investigation of the reaction of 2‐phenyl‐1,3,4‐oxadiazoline‐5‐thione with aniline was conducted as a model reaction for the polymerization, and poly(phosphoric acid) (PPA) and phosphorus pentoxide/methanesulfonic acid (PPMA) were found to be favorable both as condensing agent and solvent for the formation of 2‐anilino‐5‐phenyl‐1,3,4‐thiadiazole as a model compound. The polymerization was carried out both by two‐step procedure that included ring‐opening self‐polyaddition giving poly(1‐benzoylthiosemicarbazide), followed by cyclodehydration to poly(1,3,4‐thiadiazole amine), and by a one‐step procedure including cyclodehydration in situ. The poly(1‐benzoylthiosemicarbazide) which was formed in the first step in m‐cresol had reduced viscosities up to 0,42 dL·g−1, and it was converted to poly(1,3,4‐thiadiazole amine) by treating in PPA or PPMA. Poly(1,3,4‐thiadiazole amine) having reduced viscosities up to 0,25 dL·g−1 was also synthesized by the direct one‐step polymerization in PPA or PPMA. The polymer is highly thermally stable and exhibited no weight loss up to 350°C under nitrogen. Its electric conductivity was less than 10−10 S·cm−1 at ambient temperature, but markedly increased to 2,9·10−7 S·cm−1 upon doping with iodine.</abstract>
<qualityIndicators>
<score>5.883</score>
<pdfVersion>1.3</pdfVersion>
<pdfPageSize>396 x 647.759 pts</pdfPageSize>
<refBibsNative>true</refBibsNative>
<keywordCount>0</keywordCount>
<abstractCharCount>1537</abstractCharCount>
<pdfWordCount>3543</pdfWordCount>
<pdfCharCount>22532</pdfCharCount>
<pdfPageCount>10</pdfPageCount>
<abstractWordCount>195</abstractWordCount>
</qualityIndicators>
<title>Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
<genre>
<json:string>article</json:string>
</genre>
<host>
<volume>195</volume>
<publisherId>
<json:string>MACP</json:string>
</publisherId>
<pages>
<total>10</total>
<last>3198</last>
<first>3189</first>
</pages>
<issn>
<json:string>1022-1352</json:string>
</issn>
<issue>9</issue>
<subject>
<json:item>
<value>Article</value>
</json:item>
</subject>
<genre>
<json:string>journal</json:string>
</genre>
<language>
<json:string>unknown</json:string>
</language>
<eissn>
<json:string>1521-3935</json:string>
</eissn>
<title>Macromolecular Chemistry and Physics</title>
<doi>
<json:string>10.1002/(ISSN)1521-3935</json:string>
</doi>
</host>
<publicationDate>1994</publicationDate>
<copyrightDate>1994</copyrightDate>
<doi>
<json:string>10.1002/macp.1994.021950916</json:string>
</doi>
<id>0A3901797ADC6DCF6000643D12605A8D8F344DF9</id>
<score>0.18206555</score>
<fulltext>
<json:item>
<original>true</original>
<mimetype>application/pdf</mimetype>
<extension>pdf</extension>
<uri>https://api.istex.fr/document/0A3901797ADC6DCF6000643D12605A8D8F344DF9/fulltext/pdf</uri>
</json:item>
<json:item>
<original>false</original>
<mimetype>application/zip</mimetype>
<extension>zip</extension>
<uri>https://api.istex.fr/document/0A3901797ADC6DCF6000643D12605A8D8F344DF9/fulltext/zip</uri>
</json:item>
<istex:fulltextTEI uri="https://api.istex.fr/document/0A3901797ADC6DCF6000643D12605A8D8F344DF9/fulltext/tei">
<teiHeader>
<fileDesc>
<titleStmt>
<title level="a" type="main" xml:lang="en">Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
</titleStmt>
<publicationStmt>
<authority>ISTEX</authority>
<publisher>Hüthig & Wepf Verlag</publisher>
<pubPlace>Zug</pubPlace>
<availability>
<p>WILEY</p>
</availability>
<date>1994</date>
</publicationStmt>
<sourceDesc>
<biblStruct type="inbook">
<analytic>
<title level="a" type="main" xml:lang="en">Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
<author>
<persName>
<forename type="first">Yasuo</forename>
<surname>Saegusa</surname>
</persName>
<note type="correspondence">
<p>Correspondence: Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</p>
</note>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
</author>
<author>
<persName>
<forename type="first">Yasuhiro</forename>
<surname>Ozeki</surname>
</persName>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
</author>
<author>
<persName>
<forename type="first">Shigeo</forename>
<surname>Harada</surname>
</persName>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
</author>
<author>
<persName>
<forename type="first">Shigeo</forename>
<surname>Nakamura</surname>
</persName>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
</author>
</analytic>
<monogr>
<title level="j">Macromolecular Chemistry and Physics</title>
<title level="j" type="abbrev">Macromol. Chem. Phys.</title>
<idno type="pISSN">1022-1352</idno>
<idno type="eISSN">1521-3935</idno>
<idno type="DOI">10.1002/(ISSN)1521-3935</idno>
<imprint>
<publisher>Hüthig & Wepf Verlag</publisher>
<pubPlace>Zug</pubPlace>
<date type="published" when="1994-09"></date>
<biblScope unit="volume">195</biblScope>
<biblScope unit="issue">9</biblScope>
<biblScope unit="page" from="3189">3189</biblScope>
<biblScope unit="page" to="3198">3198</biblScope>
</imprint>
</monogr>
<idno type="istex">0A3901797ADC6DCF6000643D12605A8D8F344DF9</idno>
<idno type="DOI">10.1002/macp.1994.021950916</idno>
<idno type="ArticleID">MACP021950916</idno>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc>
<creation>
<date>1994</date>
</creation>
<langUsage>
<language ident="en">en</language>
</langUsage>
<abstract xml:lang="en">
<p>A novel thermally stable and semiconducting polyheterocycle, poly(1,3,4‐thiadiazole amine), was synthesized from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening. The polymer is a new class of ordered alternating copoly(aniline) containing 1,3,4‐thiadiazole heterocyclic units. An investigation of the reaction of 2‐phenyl‐1,3,4‐oxadiazoline‐5‐thione with aniline was conducted as a model reaction for the polymerization, and poly(phosphoric acid) (PPA) and phosphorus pentoxide/methanesulfonic acid (PPMA) were found to be favorable both as condensing agent and solvent for the formation of 2‐anilino‐5‐phenyl‐1,3,4‐thiadiazole as a model compound. The polymerization was carried out both by two‐step procedure that included ring‐opening self‐polyaddition giving poly(1‐benzoylthiosemicarbazide), followed by cyclodehydration to poly(1,3,4‐thiadiazole amine), and by a one‐step procedure including cyclodehydration in situ. The poly(1‐benzoylthiosemicarbazide) which was formed in the first step in m‐cresol had reduced viscosities up to 0,42 dL·g−1, and it was converted to poly(1,3,4‐thiadiazole amine) by treating in PPA or PPMA. Poly(1,3,4‐thiadiazole amine) having reduced viscosities up to 0,25 dL·g−1 was also synthesized by the direct one‐step polymerization in PPA or PPMA. The polymer is highly thermally stable and exhibited no weight loss up to 350°C under nitrogen. Its electric conductivity was less than 10−10 S·cm−1 at ambient temperature, but markedly increased to 2,9·10−7 S·cm−1 upon doping with iodine.</p>
</abstract>
<textClass>
<keywords scheme="Journal Subject">
<list>
<head>article-category</head>
<item>
<term>Article</term>
</item>
</list>
</keywords>
</textClass>
</profileDesc>
<revisionDesc>
<change when="1993-12-17">Received</change>
<change when="1994-09">Published</change>
</revisionDesc>
</teiHeader>
</istex:fulltextTEI>
<json:item>
<original>false</original>
<mimetype>text/plain</mimetype>
<extension>txt</extension>
<uri>https://api.istex.fr/document/0A3901797ADC6DCF6000643D12605A8D8F344DF9/fulltext/txt</uri>
</json:item>
</fulltext>
<metadata>
<istex:metadataXml wicri:clean="Wiley, elements deleted: body">
<istex:xmlDeclaration>version="1.0" encoding="UTF-8" standalone="yes"</istex:xmlDeclaration>
<istex:document>
<component version="2.0" type="serialArticle" xml:lang="en">
<header>
<publicationMeta level="product">
<publisherInfo>
<publisherName>Hüthig & Wepf Verlag</publisherName>
<publisherLoc>Zug</publisherLoc>
</publisherInfo>
<doi registered="yes">10.1002/(ISSN)1521-3935</doi>
<issn type="print">1022-1352</issn>
<issn type="electronic">1521-3935</issn>
<idGroup>
<id type="product" value="MACP"></id>
</idGroup>
<titleGroup>
<title type="main" xml:lang="en" sort="MACROMOLECULAR CHEMISTRY AND PHYSICS">Macromolecular Chemistry and Physics</title>
<title type="short">Macromol. Chem. Phys.</title>
</titleGroup>
<selfCitationGroup>
<citation type="ancestor" xml:id="cit1">
<journalTitle>Die Makromolekulare Chemie</journalTitle>
<accessionId ref="info:x-wiley/issn/0025116X">0025-116X</accessionId>
<pubYear year="1993">1993</pubYear>
<vol>194</vol>
<issue>12</issue>
</citation>
</selfCitationGroup>
</publicationMeta>
<publicationMeta level="part" position="90">
<doi origin="wiley" registered="yes">10.1002/macp.02.v195:9</doi>
<numberingGroup>
<numbering type="journalVolume" number="195">195</numbering>
<numbering type="journalIssue">9</numbering>
</numberingGroup>
<coverDate startDate="1994-09">September 1994</coverDate>
</publicationMeta>
<publicationMeta level="unit" type="article" position="16" status="forIssue">
<doi origin="wiley" registered="yes">10.1002/macp.1994.021950916</doi>
<idGroup>
<id type="unit" value="MACP021950916"></id>
</idGroup>
<countGroup>
<count type="pageTotal" number="10"></count>
</countGroup>
<titleGroup>
<title type="articleCategory">Article</title>
<title type="tocHeading1">Articles</title>
</titleGroup>
<copyright ownership="publisher">© 1994 Hüthig & Wepf Verlag, Zug</copyright>
<eventGroup>
<event type="manuscriptReceived" date="1993-12-17"></event>
<event type="manuscriptRevised" date="1994-02-28"></event>
<event type="firstOnline" date="2003-03-12"></event>
<event type="publishedOnlineFinalForm" date="2003-03-12"></event>
<event type="xmlConverted" agent="Converter:JWSART34_TO_WML3G version:2.3.2 mode:FullText source:HeaderRef result:HeaderRef" date="2010-03-16"></event>
<event type="xmlConverted" agent="Converter:WILEY_ML3G_TO_WILEY_ML3GV2 version:3.8.8" date="2014-02-02"></event>
<event type="xmlConverted" agent="Converter:WML3G_To_WML3G version:4.1.7 mode:FullText,remove_FC" date="2014-10-31"></event>
</eventGroup>
<numberingGroup>
<numbering type="pageFirst">3189</numbering>
<numbering type="pageLast">3198</numbering>
</numberingGroup>
<correspondenceTo>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</correspondenceTo>
<linkGroup>
<link type="toTypesetVersion" href="file:MACP.MACP021950916.pdf"></link>
</linkGroup>
</publicationMeta>
<contentMeta>
<countGroup>
<count type="figureTotal" number="2"></count>
<count type="tableTotal" number="2"></count>
<count type="referenceTotal" number="54"></count>
</countGroup>
<titleGroup>
<title type="main" xml:lang="en">Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(
<i>p</i>
‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
<title type="short" xml:lang="en">Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) …</title>
</titleGroup>
<creators>
<creator xml:id="au1" creatorRole="author" affiliationRef="#af1" corresponding="yes">
<personName>
<givenNames>Yasuo</givenNames>
<familyName>Saegusa</familyName>
</personName>
</creator>
<creator xml:id="au2" creatorRole="author" affiliationRef="#af1">
<personName>
<givenNames>Yasuhiro</givenNames>
<familyName>Ozeki</familyName>
</personName>
</creator>
<creator xml:id="au3" creatorRole="author" affiliationRef="#af1">
<personName>
<givenNames>Shigeo</givenNames>
<familyName>Harada</familyName>
</personName>
</creator>
<creator xml:id="au4" creatorRole="author" affiliationRef="#af1">
<personName>
<givenNames>Shigeo</givenNames>
<familyName>Nakamura</familyName>
</personName>
</creator>
</creators>
<affiliationGroup>
<affiliation xml:id="af1" countryCode="JP" type="organization">
<unparsedAffiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</unparsedAffiliation>
</affiliation>
</affiliationGroup>
<abstractGroup>
<abstract type="main" xml:lang="en">
<title type="main">Abstract</title>
<p>A novel thermally stable and semiconducting polyheterocycle, poly(1,3,4‐thiadiazole amine), was synthesized from 2‐(
<i>p</i>
‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening. The polymer is a new class of ordered alternating copoly(aniline) containing 1,3,4‐thiadiazole heterocyclic units. An investigation of the reaction of 2‐phenyl‐1,3,4‐oxadiazoline‐5‐thione with aniline was conducted as a model reaction for the polymerization, and poly(phosphoric acid) (PPA) and phosphorus pentoxide/methanesulfonic acid (PPMA) were found to be favorable both as condensing agent and solvent for the formation of 2‐anilino‐5‐phenyl‐1,3,4‐thiadiazole as a model compound. The polymerization was carried out both by two‐step procedure that included ring‐opening self‐polyaddition giving poly(1‐benzoylthiosemicarbazide), followed by cyclodehydration to poly(1,3,4‐thiadiazole amine), and by a one‐step procedure including cyclodehydration in situ. The poly(1‐benzoylthiosemicarbazide) which was formed in the first step in
<i>m</i>
‐cresol had reduced viscosities up to 0,42 dL·g
<sup>−1</sup>
, and it was converted to poly(1,3,4‐thiadiazole amine) by treating in PPA or PPMA. Poly(1,3,4‐thiadiazole amine) having reduced viscosities up to 0,25 dL·g
<sup>−1</sup>
was also synthesized by the direct one‐step polymerization in PPA or PPMA. The polymer is highly thermally stable and exhibited no weight loss up to 350°C under nitrogen. Its electric conductivity was less than 10
<sup>−10</sup>
S·cm
<sup>−1</sup>
at ambient temperature, but markedly increased to 2,9·10
<sup>−7</sup>
S·cm
<sup>−1</sup>
upon doping with iodine.</p>
</abstract>
</abstractGroup>
</contentMeta>
</header>
</component>
</istex:document>
</istex:metadataXml>
<mods version="3.6">
<titleInfo lang="en">
<title>Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
</titleInfo>
<titleInfo type="abbreviated" lang="en">
<title>Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) …</title>
</titleInfo>
<titleInfo type="alternative" contentType="CDATA" lang="en">
<title>Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process</title>
</titleInfo>
<name type="personal">
<namePart type="given">Yasuo</namePart>
<namePart type="family">Saegusa</namePart>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
<description>Correspondence: Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</description>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Yasuhiro</namePart>
<namePart type="family">Ozeki</namePart>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Shigeo</namePart>
<namePart type="family">Harada</namePart>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Shigeo</namePart>
<namePart type="family">Nakamura</namePart>
<affiliation>Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawaku, Yokohama 221, Japan</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<typeOfResource>text</typeOfResource>
<genre type="article" displayLabel="article"></genre>
<originInfo>
<publisher>Hüthig & Wepf Verlag</publisher>
<place>
<placeTerm type="text">Zug</placeTerm>
</place>
<dateIssued encoding="w3cdtf">1994-09</dateIssued>
<dateCaptured encoding="w3cdtf">1993-12-17</dateCaptured>
<copyrightDate encoding="w3cdtf">1994</copyrightDate>
</originInfo>
<language>
<languageTerm type="code" authority="rfc3066">en</languageTerm>
<languageTerm type="code" authority="iso639-2b">eng</languageTerm>
</language>
<physicalDescription>
<internetMediaType>text/html</internetMediaType>
<extent unit="figures">2</extent>
<extent unit="tables">2</extent>
<extent unit="references">54</extent>
</physicalDescription>
<abstract lang="en">A novel thermally stable and semiconducting polyheterocycle, poly(1,3,4‐thiadiazole amine), was synthesized from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening. The polymer is a new class of ordered alternating copoly(aniline) containing 1,3,4‐thiadiazole heterocyclic units. An investigation of the reaction of 2‐phenyl‐1,3,4‐oxadiazoline‐5‐thione with aniline was conducted as a model reaction for the polymerization, and poly(phosphoric acid) (PPA) and phosphorus pentoxide/methanesulfonic acid (PPMA) were found to be favorable both as condensing agent and solvent for the formation of 2‐anilino‐5‐phenyl‐1,3,4‐thiadiazole as a model compound. The polymerization was carried out both by two‐step procedure that included ring‐opening self‐polyaddition giving poly(1‐benzoylthiosemicarbazide), followed by cyclodehydration to poly(1,3,4‐thiadiazole amine), and by a one‐step procedure including cyclodehydration in situ. The poly(1‐benzoylthiosemicarbazide) which was formed in the first step in m‐cresol had reduced viscosities up to 0,42 dL·g−1, and it was converted to poly(1,3,4‐thiadiazole amine) by treating in PPA or PPMA. Poly(1,3,4‐thiadiazole amine) having reduced viscosities up to 0,25 dL·g−1 was also synthesized by the direct one‐step polymerization in PPA or PPMA. The polymer is highly thermally stable and exhibited no weight loss up to 350°C under nitrogen. Its electric conductivity was less than 10−10 S·cm−1 at ambient temperature, but markedly increased to 2,9·10−7 S·cm−1 upon doping with iodine.</abstract>
<relatedItem type="host">
<titleInfo>
<title>Macromolecular Chemistry and Physics</title>
</titleInfo>
<titleInfo type="abbreviated">
<title>Macromol. Chem. Phys.</title>
</titleInfo>
<genre type="journal">journal</genre>
<subject>
<genre>article-category</genre>
<topic>Article</topic>
</subject>
<identifier type="ISSN">1022-1352</identifier>
<identifier type="eISSN">1521-3935</identifier>
<identifier type="DOI">10.1002/(ISSN)1521-3935</identifier>
<identifier type="PublisherID">MACP</identifier>
<part>
<date>1994</date>
<detail type="volume">
<caption>vol.</caption>
<number>195</number>
</detail>
<detail type="issue">
<caption>no.</caption>
<number>9</number>
</detail>
<extent unit="pages">
<start>3189</start>
<end>3198</end>
<total>10</total>
</extent>
</part>
</relatedItem>
<relatedItem type="preceding">
<titleInfo>
<title>Die Makromolekulare Chemie</title>
</titleInfo>
<identifier type="ISSN">0025-116X</identifier>
<part>
<date point="end">1993</date>
<detail type="volume">
<caption>last vol.</caption>
<number>194</number>
</detail>
<detail type="issue">
<caption>last no.</caption>
<number>12</number>
</detail>
</part>
</relatedItem>
<identifier type="istex">0A3901797ADC6DCF6000643D12605A8D8F344DF9</identifier>
<identifier type="DOI">10.1002/macp.1994.021950916</identifier>
<identifier type="ArticleID">MACP021950916</identifier>
<accessCondition type="use and reproduction" contentType="copyright">© 1994 Hüthig & Wepf Verlag, Zug</accessCondition>
<recordInfo>
<recordContentSource>WILEY</recordContentSource>
<recordOrigin>Hüthig & Wepf Verlag</recordOrigin>
</recordInfo>
</mods>
</metadata>
<enrichments>
<json:item>
<type>multicat</type>
<uri>https://api.istex.fr/document/0A3901797ADC6DCF6000643D12605A8D8F344DF9/enrichments/multicat</uri>
</json:item>
</enrichments>
<serie></serie>
</istex>
</record>

Pour manipuler ce document sous Unix (Dilib)

EXPLOR_STEP=$WICRI_ROOT/Wicri/Terre/corpus/SimuPvV1/Data/Istex/Corpus
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 005C39 | SxmlIndent | more

Pour mettre un lien sur cette page dans le réseau Wicri

{{Explor lien
   |wiki=    Wicri/Terre
   |area=    SimuPvV1
   |flux=    Istex
   |étape=   Corpus
   |type=    RBID
   |clé=     ISTEX:0A3901797ADC6DCF6000643D12605A8D8F344DF9
   |texte=   Synthesis and characterization of poly(1‐benzoylthiosemicarbazide) and poly(1,3,4‐thiadiazole amine) from 2‐(p‐aminophenyl)‐1,3,4‐oxadiazoline‐5‐thione via ring‐opening process
}}

Wicri

This area was generated with Dilib version V0.6.23.
Data generation: Thu Sep 15 17:34:16 2016. Site generation: Thu Sep 15 18:23:44 2016