Curable, thermally stable poly(enaminonitriles)
Three new bis(1-chloro-2,2-dicyanovinyl) aromatic monomers have been synthesized. Vinylic nucleophilic substitution polymerization with 4,4'-diaminodiphenyl ether led to moderately high molecular weight poly(enaminonitriles) (0.39 < ( eta ) < 0.84 dL/g, measured in dimethylformamide at 25...
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Veröffentlicht in: | Macromolecules 1989-03, Vol.22 (3), p.1084-1092 |
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creator | Moore, J. A Robello, Douglas R |
description | Three new bis(1-chloro-2,2-dicyanovinyl) aromatic monomers have been synthesized. Vinylic nucleophilic substitution polymerization with 4,4'-diaminodiphenyl ether led to moderately high molecular weight poly(enaminonitriles) (0.39 < ( eta ) < 0.84 dL/g, measured in dimethylformamide at 25 deg C). The polymers exhibited excellent thermal stability, retaining 100% of their mass up to 400 deg C under nitrogen. Evidence is presented for an intramolecular cyclization reaction occurring > 300 deg C to form poly(4-aminoquinoline) repeat units. The cyclization reaction occurs without the emission of volatile byproducts, which is a drawback in the curing of polyimides. The dielectric constant of a representative polymer of this class was found to be approximately eight before heat treatment and five afterward. 21 ref.--AA |
doi_str_mv | 10.1021/ma00193a015 |
format | Article |
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A ; Robello, Douglas R</creator><creatorcontrib>Moore, J. A ; Robello, Douglas R</creatorcontrib><description>Three new bis(1-chloro-2,2-dicyanovinyl) aromatic monomers have been synthesized. Vinylic nucleophilic substitution polymerization with 4,4'-diaminodiphenyl ether led to moderately high molecular weight poly(enaminonitriles) (0.39 < ( eta ) < 0.84 dL/g, measured in dimethylformamide at 25 deg C). The polymers exhibited excellent thermal stability, retaining 100% of their mass up to 400 deg C under nitrogen. Evidence is presented for an intramolecular cyclization reaction occurring > 300 deg C to form poly(4-aminoquinoline) repeat units. The cyclization reaction occurs without the emission of volatile byproducts, which is a drawback in the curing of polyimides. 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A</creatorcontrib><creatorcontrib>Robello, Douglas R</creatorcontrib><title>Curable, thermally stable poly(enaminonitriles)</title><title>Macromolecules</title><addtitle>Macromolecules</addtitle><description>Three new bis(1-chloro-2,2-dicyanovinyl) aromatic monomers have been synthesized. Vinylic nucleophilic substitution polymerization with 4,4'-diaminodiphenyl ether led to moderately high molecular weight poly(enaminonitriles) (0.39 < ( eta ) < 0.84 dL/g, measured in dimethylformamide at 25 deg C). The polymers exhibited excellent thermal stability, retaining 100% of their mass up to 400 deg C under nitrogen. Evidence is presented for an intramolecular cyclization reaction occurring > 300 deg C to form poly(4-aminoquinoline) repeat units. The cyclization reaction occurs without the emission of volatile byproducts, which is a drawback in the curing of polyimides. The dielectric constant of a representative polymer of this class was found to be approximately eight before heat treatment and five afterward. 21 ref.--AA</description><subject>Applied sciences</subject><subject>Exact sciences and technology</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><issn>0024-9297</issn><issn>1520-5835</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1989</creationdate><recordtype>article</recordtype><recordid>eNpt0EtLAzEQB_AgCtbqyS_Qg_hA1-bZNEetjwoVBSt4C5PdLG7N7tZkF-y3N2VL8eBpYOY3w_BH6Jjga4IpGZaAMVEMMBE7qEcExYkYM7GLehhTniiq5D46CGERGRGc9dBw0nowzl4Nmk_rS3BuNQjNujNY1m51bisoi6quisYXzoaLQ7SXgwv2aFP76P3hfj6ZJrOXx6fJzSwBTmWTpIYDVZkwxuY2B0Vl_IUyEHgssBRjazjLCRNgcp6pjKsMU2wEZJyl0ogR66PT7u7S19-tDY0ui5Ba56CydRs0FWREMMMRXnYw9XUI3uZ66YsS_EoTrNeh6D-hRH2yOQshBZd7qNIibFck5ZILGlnSsSI09mc7Bv-lR5JJoeevb_pWyQ82nz7ru-jPOg9p0Iu69VXM5t8HfgFH4Hut</recordid><startdate>19890301</startdate><enddate>19890301</enddate><creator>Moore, J. 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A ; Robello, Douglas R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a427t-cb4a29d5bbefefa92752023a50850758eb43f135abf4d9d49d020b5ad43c7b563</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1989</creationdate><topic>Applied sciences</topic><topic>Exact sciences and technology</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Moore, J. A</creatorcontrib><creatorcontrib>Robello, Douglas R</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><jtitle>Macromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Moore, J. A</au><au>Robello, Douglas R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Curable, thermally stable poly(enaminonitriles)</atitle><jtitle>Macromolecules</jtitle><addtitle>Macromolecules</addtitle><date>1989-03-01</date><risdate>1989</risdate><volume>22</volume><issue>3</issue><spage>1084</spage><epage>1092</epage><pages>1084-1092</pages><issn>0024-9297</issn><eissn>1520-5835</eissn><coden>MAMOBX</coden><abstract>Three new bis(1-chloro-2,2-dicyanovinyl) aromatic monomers have been synthesized. Vinylic nucleophilic substitution polymerization with 4,4'-diaminodiphenyl ether led to moderately high molecular weight poly(enaminonitriles) (0.39 < ( eta ) < 0.84 dL/g, measured in dimethylformamide at 25 deg C). The polymers exhibited excellent thermal stability, retaining 100% of their mass up to 400 deg C under nitrogen. Evidence is presented for an intramolecular cyclization reaction occurring > 300 deg C to form poly(4-aminoquinoline) repeat units. The cyclization reaction occurs without the emission of volatile byproducts, which is a drawback in the curing of polyimides. The dielectric constant of a representative polymer of this class was found to be approximately eight before heat treatment and five afterward. 21 ref.--AA</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ma00193a015</doi><tpages>9</tpages></addata></record> |
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subjects | Applied sciences Exact sciences and technology Organic polymers Physicochemistry of polymers Polymers with particular properties Preparation, kinetics, thermodynamics, mechanism and catalysts |
title | Curable, thermally stable poly(enaminonitriles) |
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