One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking

One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking

The new method for the one-step synthesis of semiaromatic polyamides bearing primary aromatic amine groups in the repeating units is presented. Various aliphatic and aromatic diamines were used: 2,2′-(ethylene­dioxy)­bis­(ethylamine) (3a), Jeffamine ED-600 (3b), 4,4′-oxidianiline (3c), and p-phenyle...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Macromolecules 2016-02, Vol.49 (3), p.737-741
Hauptverfasser: Maiatska, Olga, Omeis, Jürgen, Ritter, Helmut
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 741
container_issue 3
container_start_page 737
container_title Macromolecules
container_volume 49
creator Maiatska, Olga
Omeis, Jürgen
Ritter, Helmut
description The new method for the one-step synthesis of semiaromatic polyamides bearing primary aromatic amine groups in the repeating units is presented. Various aliphatic and aromatic diamines were used: 2,2′-(ethylene­dioxy)­bis­(ethylamine) (3a), Jeffamine ED-600 (3b), 4,4′-oxidianiline (3c), and p-phenylene­diamine (3d). They react with bis­(N-carboxy­anhydrides) of aromatic β-amino acid (N-unsubstituted bis­(benzoxazine-2,4-diones)) yielding the corresponding semiaromatic polyamides (4a–4c). The obtained free amino groups were modified with 2-isocyanatoethyl methacrylate. These methacryl-functionalized polyamides can be cross-linked in the presence of N,N-dimethyl­arylamide via free radical polymerization.
doi_str_mv 10.1021/acs.macromol.5b02368
format Article
fullrecord <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acs_macromol_5b02368</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>a423191972</sourcerecordid><originalsourceid>FETCH-LOGICAL-a329t-a19e378439213bda6845f77a2eaba597d1faf385104748ae0dd11a802977c4fa3</originalsourceid><addsrcrecordid>eNp9kMtOwzAQRS0EEqXwByz8Ay5-Ngm7qqKAVFSkwjqa-gEuiR3Z6QK-nkQtW1azmDlzdQ9Ct4zOGOXsDnSetaBTbGMzUzvKxbw8QxOmOCWqFOocTSjlklS8Ki7RVc57ShlTUkwQbIIl2952eNF1KYL-xH3Ei9aHSFaHoHsfAzT-xxq8ta2HIQN6r_FrbL6h9cbme_wSjXdew3iLIRi8TDFnsvbhy4ePa3ThoMn25jSn6H318LZ8IuvN4_NysSYgeNUTYJUVRSlFxZnYGZiXUrmiAG5hB6oqDHPgRKkYlYUswVJjGIOSDpUKLR2IKZLHv3pMT9bVXfItpO-a0XrUVA-a6j9N9UnTgNEjNm738ZCGuvl_5Be_03DJ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking</title><source>American Chemical Society Journals</source><creator>Maiatska, Olga ; Omeis, Jürgen ; Ritter, Helmut</creator><creatorcontrib>Maiatska, Olga ; Omeis, Jürgen ; Ritter, Helmut</creatorcontrib><description>The new method for the one-step synthesis of semiaromatic polyamides bearing primary aromatic amine groups in the repeating units is presented. Various aliphatic and aromatic diamines were used: 2,2′-(ethylene­dioxy)­bis­(ethylamine) (3a), Jeffamine ED-600 (3b), 4,4′-oxidianiline (3c), and p-phenylene­diamine (3d). They react with bis­(N-carboxy­anhydrides) of aromatic β-amino acid (N-unsubstituted bis­(benzoxazine-2,4-diones)) yielding the corresponding semiaromatic polyamides (4a–4c). The obtained free amino groups were modified with 2-isocyanatoethyl methacrylate. These methacryl-functionalized polyamides can be cross-linked in the presence of N,N-dimethyl­arylamide via free radical polymerization.</description><identifier>ISSN: 0024-9297</identifier><identifier>EISSN: 1520-5835</identifier><identifier>DOI: 10.1021/acs.macromol.5b02368</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Macromolecules, 2016-02, Vol.49 (3), p.737-741</ispartof><rights>Copyright © 2016 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a329t-a19e378439213bda6845f77a2eaba597d1faf385104748ae0dd11a802977c4fa3</citedby><cites>FETCH-LOGICAL-a329t-a19e378439213bda6845f77a2eaba597d1faf385104748ae0dd11a802977c4fa3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.macromol.5b02368$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.macromol.5b02368$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids></links><search><creatorcontrib>Maiatska, Olga</creatorcontrib><creatorcontrib>Omeis, Jürgen</creatorcontrib><creatorcontrib>Ritter, Helmut</creatorcontrib><title>One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking</title><title>Macromolecules</title><addtitle>Macromolecules</addtitle><description>The new method for the one-step synthesis of semiaromatic polyamides bearing primary aromatic amine groups in the repeating units is presented. Various aliphatic and aromatic diamines were used: 2,2′-(ethylene­dioxy)­bis­(ethylamine) (3a), Jeffamine ED-600 (3b), 4,4′-oxidianiline (3c), and p-phenylene­diamine (3d). They react with bis­(N-carboxy­anhydrides) of aromatic β-amino acid (N-unsubstituted bis­(benzoxazine-2,4-diones)) yielding the corresponding semiaromatic polyamides (4a–4c). The obtained free amino groups were modified with 2-isocyanatoethyl methacrylate. These methacryl-functionalized polyamides can be cross-linked in the presence of N,N-dimethyl­arylamide via free radical polymerization.</description><issn>0024-9297</issn><issn>1520-5835</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNp9kMtOwzAQRS0EEqXwByz8Ay5-Ngm7qqKAVFSkwjqa-gEuiR3Z6QK-nkQtW1azmDlzdQ9Ct4zOGOXsDnSetaBTbGMzUzvKxbw8QxOmOCWqFOocTSjlklS8Ki7RVc57ShlTUkwQbIIl2952eNF1KYL-xH3Ei9aHSFaHoHsfAzT-xxq8ta2HIQN6r_FrbL6h9cbme_wSjXdew3iLIRi8TDFnsvbhy4ePa3ThoMn25jSn6H318LZ8IuvN4_NysSYgeNUTYJUVRSlFxZnYGZiXUrmiAG5hB6oqDHPgRKkYlYUswVJjGIOSDpUKLR2IKZLHv3pMT9bVXfItpO-a0XrUVA-a6j9N9UnTgNEjNm738ZCGuvl_5Be_03DJ</recordid><startdate>20160209</startdate><enddate>20160209</enddate><creator>Maiatska, Olga</creator><creator>Omeis, Jürgen</creator><creator>Ritter, Helmut</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20160209</creationdate><title>One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking</title><author>Maiatska, Olga ; Omeis, Jürgen ; Ritter, Helmut</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a329t-a19e378439213bda6845f77a2eaba597d1faf385104748ae0dd11a802977c4fa3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Maiatska, Olga</creatorcontrib><creatorcontrib>Omeis, Jürgen</creatorcontrib><creatorcontrib>Ritter, Helmut</creatorcontrib><collection>CrossRef</collection><jtitle>Macromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Maiatska, Olga</au><au>Omeis, Jürgen</au><au>Ritter, Helmut</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking</atitle><jtitle>Macromolecules</jtitle><addtitle>Macromolecules</addtitle><date>2016-02-09</date><risdate>2016</risdate><volume>49</volume><issue>3</issue><spage>737</spage><epage>741</epage><pages>737-741</pages><issn>0024-9297</issn><eissn>1520-5835</eissn><abstract>The new method for the one-step synthesis of semiaromatic polyamides bearing primary aromatic amine groups in the repeating units is presented. Various aliphatic and aromatic diamines were used: 2,2′-(ethylene­dioxy)­bis­(ethylamine) (3a), Jeffamine ED-600 (3b), 4,4′-oxidianiline (3c), and p-phenylene­diamine (3d). They react with bis­(N-carboxy­anhydrides) of aromatic β-amino acid (N-unsubstituted bis­(benzoxazine-2,4-diones)) yielding the corresponding semiaromatic polyamides (4a–4c). The obtained free amino groups were modified with 2-isocyanatoethyl methacrylate. These methacryl-functionalized polyamides can be cross-linked in the presence of N,N-dimethyl­arylamide via free radical polymerization.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.macromol.5b02368</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0024-9297
ispartof Macromolecules, 2016-02, Vol.49 (3), p.737-741
issn 0024-9297
1520-5835
language eng
recordid cdi_crossref_primary_10_1021_acs_macromol_5b02368
source American Chemical Society Journals
title One-Step Approach to Amino-Functionalized Semiaromatic Polyamides: Modification and Cross-Linking
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-28T16%3A00%3A40IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=One-Step%20Approach%20to%20Amino-Functionalized%20Semiaromatic%20Polyamides:%20Modification%20and%20Cross-Linking&rft.jtitle=Macromolecules&rft.au=Maiatska,%20Olga&rft.date=2016-02-09&rft.volume=49&rft.issue=3&rft.spage=737&rft.epage=741&rft.pages=737-741&rft.issn=0024-9297&rft.eissn=1520-5835&rft_id=info:doi/10.1021/acs.macromol.5b02368&rft_dat=%3Cacs_cross%3Ea423191972%3C/acs_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true