Cyclizations in hyperbranched aliphatic polyesters and polyamides
Hyperbranched aliphatic polyesters of 2,2′‐bis‐(hydroxymethyl) propanoic acid and hyperbranched aliphatic polyamides obtained from new carboxy‐ and amino‐functionalized caprolactams were studied by NMR spectroscopy and MALDI‐TOF mass spectrometry. Ring‐chain equilibria taking place through intramole...
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Veröffentlicht in: | Macromolecular symposia. 2003-10, Vol.199 (1), p.209-222 |
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creator | Chikh, Linda Arnaud, Xavier Guillermain, Céline Tessier, Martine Fradet, Alain |
description | Hyperbranched aliphatic polyesters of 2,2′‐bis‐(hydroxymethyl) propanoic acid and hyperbranched aliphatic polyamides obtained from new carboxy‐ and amino‐functionalized caprolactams were studied by NMR spectroscopy and MALDI‐TOF mass spectrometry. Ring‐chain equilibria taking place through intramolecular hydroxy‐ester, carboxy‐amide or amine‐amide interchanges and leading to the formation of cyclic branches or end‐groups were found to exert a predominant influence on the molar mass of these hyperbranched polymers. A number of intra‐ or intermolecular side reactions, such as the formation of ethers in polyesters and the formation of anhydrides, imides, amidines and secondary amines in polyamides were also detected and resulted in polymer crosslinking on prolonged heating. The existence of such ring‐chain equilibria and side‐reactions make the control of hyperbranched polymer structure much more difficult than generally accepted. |
doi_str_mv | 10.1002/masy.200350918 |
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Ring‐chain equilibria taking place through intramolecular hydroxy‐ester, carboxy‐amide or amine‐amide interchanges and leading to the formation of cyclic branches or end‐groups were found to exert a predominant influence on the molar mass of these hyperbranched polymers. A number of intra‐ or intermolecular side reactions, such as the formation of ethers in polyesters and the formation of anhydrides, imides, amidines and secondary amines in polyamides were also detected and resulted in polymer crosslinking on prolonged heating. The existence of such ring‐chain equilibria and side‐reactions make the control of hyperbranched polymer structure much more difficult than generally accepted.</description><identifier>ISSN: 1022-1360</identifier><identifier>EISSN: 1521-3900</identifier><identifier>DOI: 10.1002/masy.200350918</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Aliphatic compounds ; aliphatic polyamides ; aliphatic polyesters ; Caprolactam ; Chemical Sciences ; Ethers ; hyperbranched polymers ; Imides ; NMR spectroscopy ; Polyamide resins ; Polyester resins ; Polymers ; ring-chain equilibrium ; side reactions</subject><ispartof>Macromolecular symposia., 2003-10, Vol.199 (1), p.209-222</ispartof><rights>Copyright © 2003 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3928-cbf83174a4618d07ac0881a01cfd4a062b1ef5fed41d47284dd0f66ba7162be83</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmasy.200350918$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmasy.200350918$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,314,780,784,885,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://hal.science/hal-02015512$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Chikh, Linda</creatorcontrib><creatorcontrib>Arnaud, Xavier</creatorcontrib><creatorcontrib>Guillermain, Céline</creatorcontrib><creatorcontrib>Tessier, Martine</creatorcontrib><creatorcontrib>Fradet, Alain</creatorcontrib><title>Cyclizations in hyperbranched aliphatic polyesters and polyamides</title><title>Macromolecular symposia.</title><addtitle>Macromol. 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The existence of such ring‐chain equilibria and side‐reactions make the control of hyperbranched polymer structure much more difficult than generally accepted.</description><subject>Aliphatic compounds</subject><subject>aliphatic polyamides</subject><subject>aliphatic polyesters</subject><subject>Caprolactam</subject><subject>Chemical Sciences</subject><subject>Ethers</subject><subject>hyperbranched polymers</subject><subject>Imides</subject><subject>NMR spectroscopy</subject><subject>Polyamide resins</subject><subject>Polyester resins</subject><subject>Polymers</subject><subject>ring-chain equilibrium</subject><subject>side reactions</subject><issn>1022-1360</issn><issn>1521-3900</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNqFkMtP3DAQh6MKpPK6cs6xHLKdcV72MawoVNq2VKWq4GJNbEcx5IUNbdO_vt6mWnHj5PHM941Gvyg6RVghAHvfk59XDCDNQSB_Ex1gzjBJBcBeqIGxBNMC3kaH3t8DgBAlHkTVelad_UNPdhx8bIe4nSfjakeDao2OqbNTG4YqnsZuNv7JOB_ToP99qbfa-ONov6HOm5P_71H0_cPFzfoq2Xy5_LiuNolKBeOJqhueYplRViDXUJICzpEAVaMzgoLVaJq8MTpDnZWMZ1pDUxQ1lRhmhqdH0dmyt6VOTs725GY5kpVX1UZue8AA8xzZTwzsu4Wd3Pj4HM6WvfXKdB0NZnz2EllRlKkQLA_oakGVG713ptntRpDbXOU2V7nLNQhiEX7Zzsyv0PJT9e32pZssrg1J_t655B5kuKfM5Y_Pl_Ir3N2dCy7kdfoXuw6LnQ</recordid><startdate>200310</startdate><enddate>200310</enddate><creator>Chikh, Linda</creator><creator>Arnaud, Xavier</creator><creator>Guillermain, Céline</creator><creator>Tessier, Martine</creator><creator>Fradet, Alain</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley-VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope><scope>1XC</scope></search><sort><creationdate>200310</creationdate><title>Cyclizations in hyperbranched aliphatic polyesters and polyamides</title><author>Chikh, Linda ; Arnaud, Xavier ; Guillermain, Céline ; Tessier, Martine ; Fradet, Alain</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3928-cbf83174a4618d07ac0881a01cfd4a062b1ef5fed41d47284dd0f66ba7162be83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Aliphatic compounds</topic><topic>aliphatic polyamides</topic><topic>aliphatic polyesters</topic><topic>Caprolactam</topic><topic>Chemical Sciences</topic><topic>Ethers</topic><topic>hyperbranched polymers</topic><topic>Imides</topic><topic>NMR spectroscopy</topic><topic>Polyamide resins</topic><topic>Polyester resins</topic><topic>Polymers</topic><topic>ring-chain equilibrium</topic><topic>side reactions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chikh, Linda</creatorcontrib><creatorcontrib>Arnaud, Xavier</creatorcontrib><creatorcontrib>Guillermain, Céline</creatorcontrib><creatorcontrib>Tessier, Martine</creatorcontrib><creatorcontrib>Fradet, Alain</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Macromolecular symposia.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chikh, Linda</au><au>Arnaud, Xavier</au><au>Guillermain, Céline</au><au>Tessier, Martine</au><au>Fradet, Alain</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cyclizations in hyperbranched aliphatic polyesters and polyamides</atitle><jtitle>Macromolecular symposia.</jtitle><addtitle>Macromol. Symp</addtitle><date>2003-10</date><risdate>2003</risdate><volume>199</volume><issue>1</issue><spage>209</spage><epage>222</epage><pages>209-222</pages><issn>1022-1360</issn><eissn>1521-3900</eissn><abstract>Hyperbranched aliphatic polyesters of 2,2′‐bis‐(hydroxymethyl) propanoic acid and hyperbranched aliphatic polyamides obtained from new carboxy‐ and amino‐functionalized caprolactams were studied by NMR spectroscopy and MALDI‐TOF mass spectrometry. Ring‐chain equilibria taking place through intramolecular hydroxy‐ester, carboxy‐amide or amine‐amide interchanges and leading to the formation of cyclic branches or end‐groups were found to exert a predominant influence on the molar mass of these hyperbranched polymers. A number of intra‐ or intermolecular side reactions, such as the formation of ethers in polyesters and the formation of anhydrides, imides, amidines and secondary amines in polyamides were also detected and resulted in polymer crosslinking on prolonged heating. The existence of such ring‐chain equilibria and side‐reactions make the control of hyperbranched polymer structure much more difficult than generally accepted.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/masy.200350918</doi><tpages>14</tpages></addata></record> |
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subjects | Aliphatic compounds aliphatic polyamides aliphatic polyesters Caprolactam Chemical Sciences Ethers hyperbranched polymers Imides NMR spectroscopy Polyamide resins Polyester resins Polymers ring-chain equilibrium side reactions |
title | Cyclizations in hyperbranched aliphatic polyesters and polyamides |
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