Synthesis of glutarimides from PMMA copolymers, part 3: Use of functional amines
Imidization reactions onto PMMA copolymers were performed in the presence of primary amines. This study allowed establishing a correlation between the functional group of the primary amine and the reactivity of the primary amine toward ester groups of PMMA. This correlation was allowed by using mode...
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| Veröffentlicht in: | Journal of applied polymer science 2010-11, Vol.118 (4), p.1867-1871 |
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| container_title | Journal of applied polymer science |
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| creator | Manseri, A David, G Joly-Duhamel, C Boutevin, B |
| description | Imidization reactions onto PMMA copolymers were performed in the presence of primary amines. This study allowed establishing a correlation between the functional group of the primary amine and the reactivity of the primary amine toward ester groups of PMMA. This correlation was allowed by using model PMMA/PMAA copolymers, i.e., obtained using a chain transfer agent by radical polymerization. According to the suggested mechanism of PMMA imidization, methylamine afforded higher content of glutarimide groups, hence leading to high Tg values of about 160°C. The use of bulky groups for the primary amine instead, i.e., cyclohexyl, decreased the content of glutarimide function. Thermogravimetric analysis revealed a high thermostability of imidized PMMA with a starting degradation temperature of about 400°C, also dependant of the amine functional group. |
| doi_str_mv | 10.1002/app.32562 |
| format | Article |
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This study allowed establishing a correlation between the functional group of the primary amine and the reactivity of the primary amine toward ester groups of PMMA. This correlation was allowed by using model PMMA/PMAA copolymers, i.e., obtained using a chain transfer agent by radical polymerization. According to the suggested mechanism of PMMA imidization, methylamine afforded higher content of glutarimide groups, hence leading to high Tg values of about 160°C. The use of bulky groups for the primary amine instead, i.e., cyclohexyl, decreased the content of glutarimide function. Thermogravimetric analysis revealed a high thermostability of imidized PMMA with a starting degradation temperature of about 400°C, also dependant of the amine functional group.</description><identifier>ISSN: 0021-8995</identifier><identifier>ISSN: 1097-4628</identifier><identifier>EISSN: 1097-4628</identifier><identifier>DOI: 10.1002/app.32562</identifier><identifier>CODEN: JAPNAB</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>Amines ; Applied sciences ; Chain transfer ; Chemical modifications ; Chemical reactions and properties ; Chemical Sciences ; copolymerization ; Copolymers ; Esters ; Exact sciences and technology ; Functional groups ; functionalization of polymers ; glass transition ; Organic polymers ; Physicochemistry of polymers ; polyimides ; Polymers ; Polymethyl methacrylates ; Radicals ; Reproduction ; thermal properties</subject><ispartof>Journal of applied polymer science, 2010-11, Vol.118 (4), p.1867-1871</ispartof><rights>Copyright © 2010 Wiley Periodicals, Inc.</rights><rights>2015 INIST-CNRS</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4622-5dfdde0507737a906ea6fefe8afdceb0ff5f89c448f18fe504daab26c9d329b83</citedby><cites>FETCH-LOGICAL-c4622-5dfdde0507737a906ea6fefe8afdceb0ff5f89c448f18fe504daab26c9d329b83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fapp.32562$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fapp.32562$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,314,776,780,881,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23238889$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00512506$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Manseri, A</creatorcontrib><creatorcontrib>David, G</creatorcontrib><creatorcontrib>Joly-Duhamel, C</creatorcontrib><creatorcontrib>Boutevin, B</creatorcontrib><title>Synthesis of glutarimides from PMMA copolymers, part 3: Use of functional amines</title><title>Journal of applied polymer science</title><addtitle>J. Appl. Polym. Sci</addtitle><description>Imidization reactions onto PMMA copolymers were performed in the presence of primary amines. This study allowed establishing a correlation between the functional group of the primary amine and the reactivity of the primary amine toward ester groups of PMMA. This correlation was allowed by using model PMMA/PMAA copolymers, i.e., obtained using a chain transfer agent by radical polymerization. According to the suggested mechanism of PMMA imidization, methylamine afforded higher content of glutarimide groups, hence leading to high Tg values of about 160°C. The use of bulky groups for the primary amine instead, i.e., cyclohexyl, decreased the content of glutarimide function. Thermogravimetric analysis revealed a high thermostability of imidized PMMA with a starting degradation temperature of about 400°C, also dependant of the amine functional group.</description><subject>Amines</subject><subject>Applied sciences</subject><subject>Chain transfer</subject><subject>Chemical modifications</subject><subject>Chemical reactions and properties</subject><subject>Chemical Sciences</subject><subject>copolymerization</subject><subject>Copolymers</subject><subject>Esters</subject><subject>Exact sciences and technology</subject><subject>Functional groups</subject><subject>functionalization of polymers</subject><subject>glass transition</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>polyimides</subject><subject>Polymers</subject><subject>Polymethyl methacrylates</subject><subject>Radicals</subject><subject>Reproduction</subject><subject>thermal properties</subject><issn>0021-8995</issn><issn>1097-4628</issn><issn>1097-4628</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp1kEFv0zAYhi0EEmVw4BeQC0JIZPtsx4nDrdrYhtRBpVIh7WJ9dezNkMSZnbL13-OSUU6cLNnP--j1S8hrCscUgJ3gMBxzJkr2hMwo1FVelEw-JbP0RnNZ1-I5eRHjDwBKBZQzslzt-vHWRBczb7ObdjticJ1rTMxs8F22vLqaZ9oPvt11JsQP2YBhzPjHbB3NPmG3vR6d77HNsHO9iS_JM4ttNK8ezyOyPv_07fQyX3y9-Hw6X-Q6NWK5aGzTGBBQVbzCGkqDpTXWSLSNNhuwVlhZ66KQlkprBBQN4oaVum44qzeSH5H3k_cWWzWkzhh2yqNTl_OF2t8BCMrSH3_RxL6b2CH4u62Jo-pc1KZtsTd-G1UNtBRlwdg_qw4-xmDsQU1B7QdWaWD1Z-DEvn20YtTY2oC9dvEQYJxxKWWduJOJu3et2f1fqObL5V9zPiVcHM3DIYHhpyrTXEJ9_3Khzs6K63N-zdQq8W8m3qJXeBNSi_WKAeVApeQVAP8NioKhYA</recordid><startdate>20101115</startdate><enddate>20101115</enddate><creator>Manseri, A</creator><creator>David, G</creator><creator>Joly-Duhamel, C</creator><creator>Boutevin, B</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope><scope>1XC</scope></search><sort><creationdate>20101115</creationdate><title>Synthesis of glutarimides from PMMA copolymers, part 3: Use of functional amines</title><author>Manseri, A ; David, G ; Joly-Duhamel, C ; Boutevin, B</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4622-5dfdde0507737a906ea6fefe8afdceb0ff5f89c448f18fe504daab26c9d329b83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Amines</topic><topic>Applied sciences</topic><topic>Chain transfer</topic><topic>Chemical modifications</topic><topic>Chemical reactions and properties</topic><topic>Chemical Sciences</topic><topic>copolymerization</topic><topic>Copolymers</topic><topic>Esters</topic><topic>Exact sciences and technology</topic><topic>Functional groups</topic><topic>functionalization of polymers</topic><topic>glass transition</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>polyimides</topic><topic>Polymers</topic><topic>Polymethyl methacrylates</topic><topic>Radicals</topic><topic>Reproduction</topic><topic>thermal properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Manseri, A</creatorcontrib><creatorcontrib>David, G</creatorcontrib><creatorcontrib>Joly-Duhamel, C</creatorcontrib><creatorcontrib>Boutevin, B</creatorcontrib><collection>AGRIS</collection><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>Hyper Article en Ligne (HAL)</collection><jtitle>Journal of applied polymer science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Manseri, A</au><au>David, G</au><au>Joly-Duhamel, C</au><au>Boutevin, B</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of glutarimides from PMMA copolymers, part 3: Use of functional amines</atitle><jtitle>Journal of applied polymer science</jtitle><addtitle>J. Appl. Polym. Sci</addtitle><date>2010-11-15</date><risdate>2010</risdate><volume>118</volume><issue>4</issue><spage>1867</spage><epage>1871</epage><pages>1867-1871</pages><issn>0021-8995</issn><issn>1097-4628</issn><eissn>1097-4628</eissn><coden>JAPNAB</coden><abstract>Imidization reactions onto PMMA copolymers were performed in the presence of primary amines. This study allowed establishing a correlation between the functional group of the primary amine and the reactivity of the primary amine toward ester groups of PMMA. This correlation was allowed by using model PMMA/PMAA copolymers, i.e., obtained using a chain transfer agent by radical polymerization. According to the suggested mechanism of PMMA imidization, methylamine afforded higher content of glutarimide groups, hence leading to high Tg values of about 160°C. The use of bulky groups for the primary amine instead, i.e., cyclohexyl, decreased the content of glutarimide function. Thermogravimetric analysis revealed a high thermostability of imidized PMMA with a starting degradation temperature of about 400°C, also dependant of the amine functional group.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/app.32562</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Amines Applied sciences Chain transfer Chemical modifications Chemical reactions and properties Chemical Sciences copolymerization Copolymers Esters Exact sciences and technology Functional groups functionalization of polymers glass transition Organic polymers Physicochemistry of polymers polyimides Polymers Polymethyl methacrylates Radicals Reproduction thermal properties |
| title | Synthesis of glutarimides from PMMA copolymers, part 3: Use of functional amines |
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