Synthesis and properties of novel aromatic polyimides of 2,3-bis(4-aminophenoxy)naphthalene
Novel aromatic polyimides containing bis(phenoxy)naphthalene units were synthesized from 2,3-bis(4-aminophenoxy)naphthalene (BAPON) and various aromatic tetracarboxylic dianhydrides by the usual two-step procedure that included ring-opening polyaddition to give poly(amic acid)s, followed by cyclodeh...
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Veröffentlicht in: | Macromolecules 1993-08, Vol.26 (18), p.4865-4871 |
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description | Novel aromatic polyimides containing bis(phenoxy)naphthalene units were synthesized from 2,3-bis(4-aminophenoxy)naphthalene (BAPON) and various aromatic tetracarboxylic dianhydrides by the usual two-step procedure that included ring-opening polyaddition to give poly(amic acid)s, followed by cyclodehydration to polyimides. The poly(amic acid)s had inherent viscosities between 0.61-2.13 dL/g depending on the tetracarboxylic dianhydrides used. All the polyimides afforded transparent and flexible films. Almost all of the polyimides were soluble in a wide range of organic solvents such as N-methyl-2-pyrrolidone, m-cresol, and o-chlorophenol. The polyimide prepared from pyromellitic dianhydride was semicrystalline, whereas the other polyimides showed amorphous patterns in X-ray diffraction studies. Tensile strength an delongation at break of the BAPON-based polyimide films ranged from 75-96 MPa and 3-6%, respectively. These polyimides had glass transition temperatures between 226-316 deg C. Thermal analysis indicated that these polymers were fairly stable. The 10% weight loss temperatures were recorded in the range 523-578 deg C in nitrogen and 518-569 deg C in air atmosphere. |
doi_str_mv | 10.1021/ma00070a022 |
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The poly(amic acid)s had inherent viscosities between 0.61-2.13 dL/g depending on the tetracarboxylic dianhydrides used. All the polyimides afforded transparent and flexible films. Almost all of the polyimides were soluble in a wide range of organic solvents such as N-methyl-2-pyrrolidone, m-cresol, and o-chlorophenol. The polyimide prepared from pyromellitic dianhydride was semicrystalline, whereas the other polyimides showed amorphous patterns in X-ray diffraction studies. Tensile strength an delongation at break of the BAPON-based polyimide films ranged from 75-96 MPa and 3-6%, respectively. These polyimides had glass transition temperatures between 226-316 deg C. Thermal analysis indicated that these polymers were fairly stable. The 10% weight loss temperatures were recorded in the range 523-578 deg C in nitrogen and 518-569 deg C in air atmosphere.</description><identifier>ISSN: 0024-9297</identifier><identifier>EISSN: 1520-5835</identifier><identifier>DOI: 10.1021/ma00070a022</identifier><identifier>CODEN: MAMOBX</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>400201 - Chemical & Physicochemical Properties ; ANHYDRIDES ; Applied sciences ; AROMATICS ; CHEMICAL PREPARATION ; CHEMICAL REACTION KINETICS ; COHERENT SCATTERING ; CONDENSED AROMATICS ; DIFFRACTION ; Exact sciences and technology ; HYDROCARBONS ; IMIDES ; INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY ; KINETICS ; MECHANICAL PROPERTIES ; NAPHTHALENE ; ORGANIC COMPOUNDS ; ORGANIC NITROGEN COMPOUNDS ; Organic polymers ; PHYSICAL PROPERTIES ; Physicochemistry of polymers ; POLYMERS ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; REACTION KINETICS ; SCATTERING ; SYNTHESIS ; TENSILE PROPERTIES ; THERMAL ANALYSIS ; THERMODYNAMIC PROPERTIES ; TRANSITION TEMPERATURE ; X-RAY DIFFRACTION</subject><ispartof>Macromolecules, 1993-08, Vol.26 (18), p.4865-4871</ispartof><rights>1993 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a454t-bc708b587ab31ce8fcae1bd2e7b2d928864c5bc0938ed2def9043d32efe986ce3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ma00070a022$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ma00070a022$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,778,782,883,2754,27063,27911,27912,56725,56775</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4877361$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.osti.gov/biblio/5846406$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Chin Ping</creatorcontrib><creatorcontrib>Chen, Wen Tung</creatorcontrib><title>Synthesis and properties of novel aromatic polyimides of 2,3-bis(4-aminophenoxy)naphthalene</title><title>Macromolecules</title><addtitle>Macromolecules</addtitle><description>Novel aromatic polyimides containing bis(phenoxy)naphthalene units were synthesized from 2,3-bis(4-aminophenoxy)naphthalene (BAPON) and various aromatic tetracarboxylic dianhydrides by the usual two-step procedure that included ring-opening polyaddition to give poly(amic acid)s, followed by cyclodehydration to polyimides. The poly(amic acid)s had inherent viscosities between 0.61-2.13 dL/g depending on the tetracarboxylic dianhydrides used. All the polyimides afforded transparent and flexible films. Almost all of the polyimides were soluble in a wide range of organic solvents such as N-methyl-2-pyrrolidone, m-cresol, and o-chlorophenol. The polyimide prepared from pyromellitic dianhydride was semicrystalline, whereas the other polyimides showed amorphous patterns in X-ray diffraction studies. Tensile strength an delongation at break of the BAPON-based polyimide films ranged from 75-96 MPa and 3-6%, respectively. These polyimides had glass transition temperatures between 226-316 deg C. Thermal analysis indicated that these polymers were fairly stable. The 10% weight loss temperatures were recorded in the range 523-578 deg C in nitrogen and 518-569 deg C in air atmosphere.</description><subject>400201 - Chemical & Physicochemical Properties</subject><subject>ANHYDRIDES</subject><subject>Applied sciences</subject><subject>AROMATICS</subject><subject>CHEMICAL PREPARATION</subject><subject>CHEMICAL REACTION KINETICS</subject><subject>COHERENT SCATTERING</subject><subject>CONDENSED AROMATICS</subject><subject>DIFFRACTION</subject><subject>Exact sciences and technology</subject><subject>HYDROCARBONS</subject><subject>IMIDES</subject><subject>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</subject><subject>KINETICS</subject><subject>MECHANICAL PROPERTIES</subject><subject>NAPHTHALENE</subject><subject>ORGANIC COMPOUNDS</subject><subject>ORGANIC NITROGEN COMPOUNDS</subject><subject>Organic polymers</subject><subject>PHYSICAL PROPERTIES</subject><subject>Physicochemistry of polymers</subject><subject>POLYMERS</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>REACTION KINETICS</subject><subject>SCATTERING</subject><subject>SYNTHESIS</subject><subject>TENSILE PROPERTIES</subject><subject>THERMAL ANALYSIS</subject><subject>THERMODYNAMIC PROPERTIES</subject><subject>TRANSITION TEMPERATURE</subject><subject>X-RAY DIFFRACTION</subject><issn>0024-9297</issn><issn>1520-5835</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><recordid>eNpt0Mtu1TAQBmALgcShsOIFIoS4CAK-xs4SVbQgFQHqYcXCmjgTxSWxU9sH9bw9QakqFqxmMd-MZn5CnjL6jlHO3s9AKdUUKOf3yI4pTmtlhLpPdpRyWbe81Q_Jo5yvKGVMSbEjPy-PoYyYfa4g9NWS4oKpeMxVHKoQf-NUQYozFO-qJU5HP_t-a_K3ou58fiVrmH2Iy4gh3hxfB1jGMsKEAR-TBwNMGZ_c1hPy4-zj_vRTffH1_PPph4sapJKl7pymplNGQyeYQzM4QNb1HHXH-5Yb00inOkdbYbDnPQ4tlaIXHAdsTeNQnJBn296Yi7fZ-YJudDEEdMUqIxtJmxW92ND64vUBc7Gzzw6nCQLGQ7a84VoxaVb4ZoMuxZwTDnZJfoZ0tIzavynbf1Je9fPbtZAdTEOC4Hy-G5FGa9GwldUb87ngzV0b0i_baKGV3X-7tOZMtefqy3e7X_3LzYPL9ioeUlgD_O8BfwAe4phX</recordid><startdate>19930801</startdate><enddate>19930801</enddate><creator>Yang, Chin Ping</creator><creator>Chen, Wen Tung</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope><scope>OTOTI</scope></search><sort><creationdate>19930801</creationdate><title>Synthesis and properties of novel aromatic polyimides of 2,3-bis(4-aminophenoxy)naphthalene</title><author>Yang, Chin Ping ; Chen, Wen Tung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a454t-bc708b587ab31ce8fcae1bd2e7b2d928864c5bc0938ed2def9043d32efe986ce3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>400201 - Chemical & Physicochemical Properties</topic><topic>ANHYDRIDES</topic><topic>Applied sciences</topic><topic>AROMATICS</topic><topic>CHEMICAL PREPARATION</topic><topic>CHEMICAL REACTION KINETICS</topic><topic>COHERENT SCATTERING</topic><topic>CONDENSED AROMATICS</topic><topic>DIFFRACTION</topic><topic>Exact sciences and technology</topic><topic>HYDROCARBONS</topic><topic>IMIDES</topic><topic>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</topic><topic>KINETICS</topic><topic>MECHANICAL PROPERTIES</topic><topic>NAPHTHALENE</topic><topic>ORGANIC COMPOUNDS</topic><topic>ORGANIC NITROGEN COMPOUNDS</topic><topic>Organic polymers</topic><topic>PHYSICAL PROPERTIES</topic><topic>Physicochemistry of polymers</topic><topic>POLYMERS</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>REACTION KINETICS</topic><topic>SCATTERING</topic><topic>SYNTHESIS</topic><topic>TENSILE PROPERTIES</topic><topic>THERMAL ANALYSIS</topic><topic>THERMODYNAMIC PROPERTIES</topic><topic>TRANSITION TEMPERATURE</topic><topic>X-RAY DIFFRACTION</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Chin Ping</creatorcontrib><creatorcontrib>Chen, Wen Tung</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>OSTI.GOV</collection><jtitle>Macromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Chin Ping</au><au>Chen, Wen Tung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and properties of novel aromatic polyimides of 2,3-bis(4-aminophenoxy)naphthalene</atitle><jtitle>Macromolecules</jtitle><addtitle>Macromolecules</addtitle><date>1993-08-01</date><risdate>1993</risdate><volume>26</volume><issue>18</issue><spage>4865</spage><epage>4871</epage><pages>4865-4871</pages><issn>0024-9297</issn><eissn>1520-5835</eissn><coden>MAMOBX</coden><abstract>Novel aromatic polyimides containing bis(phenoxy)naphthalene units were synthesized from 2,3-bis(4-aminophenoxy)naphthalene (BAPON) and various aromatic tetracarboxylic dianhydrides by the usual two-step procedure that included ring-opening polyaddition to give poly(amic acid)s, followed by cyclodehydration to polyimides. The poly(amic acid)s had inherent viscosities between 0.61-2.13 dL/g depending on the tetracarboxylic dianhydrides used. All the polyimides afforded transparent and flexible films. Almost all of the polyimides were soluble in a wide range of organic solvents such as N-methyl-2-pyrrolidone, m-cresol, and o-chlorophenol. The polyimide prepared from pyromellitic dianhydride was semicrystalline, whereas the other polyimides showed amorphous patterns in X-ray diffraction studies. Tensile strength an delongation at break of the BAPON-based polyimide films ranged from 75-96 MPa and 3-6%, respectively. These polyimides had glass transition temperatures between 226-316 deg C. Thermal analysis indicated that these polymers were fairly stable. The 10% weight loss temperatures were recorded in the range 523-578 deg C in nitrogen and 518-569 deg C in air atmosphere.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ma00070a022</doi><tpages>7</tpages></addata></record> |
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subjects | 400201 - Chemical & Physicochemical Properties ANHYDRIDES Applied sciences AROMATICS CHEMICAL PREPARATION CHEMICAL REACTION KINETICS COHERENT SCATTERING CONDENSED AROMATICS DIFFRACTION Exact sciences and technology HYDROCARBONS IMIDES INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY KINETICS MECHANICAL PROPERTIES NAPHTHALENE ORGANIC COMPOUNDS ORGANIC NITROGEN COMPOUNDS Organic polymers PHYSICAL PROPERTIES Physicochemistry of polymers POLYMERS Polymers with particular properties Preparation, kinetics, thermodynamics, mechanism and catalysts REACTION KINETICS SCATTERING SYNTHESIS TENSILE PROPERTIES THERMAL ANALYSIS THERMODYNAMIC PROPERTIES TRANSITION TEMPERATURE X-RAY DIFFRACTION |
title | Synthesis and properties of novel aromatic polyimides of 2,3-bis(4-aminophenoxy)naphthalene |
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