Carbonyldiimidazole-accelerated efficient cure of epoxidized soybean oil with dicyandiamide
ABSTRACT This study investigates the curing of epoxidized soybean oil (ESO) using dicyandiamide (DICY) and combinations of DICY with several accelerators as curing agents. The differential scanning calorimetry (DSC) results indicated that carbonyldiimidazole (CDI) is a highly efficient accelerator f...
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Veröffentlicht in: | Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2014-02, Vol.52 (3), p.375-382 |
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container_title | Journal of polymer science. Part A, Polymer chemistry |
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creator | Zhao, Chun Hua Wan, Shun Jiang Wang, Lu Liu, Xiang Dong Endo, Takeshi |
description | ABSTRACT
This study investigates the curing of epoxidized soybean oil (ESO) using dicyandiamide (DICY) and combinations of DICY with several accelerators as curing agents. The differential scanning calorimetry (DSC) results indicated that carbonyldiimidazole (CDI) is a highly efficient accelerator for the ESO‐DICY curing system. CDI accelerated ESO‐DICY curing system can gel within a short period of 13 min at 190 °C. The activation energies of the ESO‐DICY curing systems with and without CDI are 95 and 121 kJ mol−1, respectively. Similar acceleration effect was observed in the ESO‐diglycidyl ether of biphenyl A (DGEBA) blending formulations. When the molar part of the glycidyl epoxy groups of DGEBA was equal to the internal epoxy groups of ESO in the mixture, gelation of the DICY curing system accelerated by CDI was achieved in 3 min at 160 °C. Furthermore, the DSC results with FTIR analysis suggest that the stoichiometric curing molar ratio was 3 ESO epoxy units per 1 DICY molecule. Two epoxy units reacted with DICY to give secondary alcohols, while the other one linked to the nitrile group. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 375–382
Dicyandiamide (DICY) with carbonyldiimidazole as the accelerator can rapidly cure epoxidized soybean oil (ESO) within 13 min at 190 °C. The stoichiometric curing molar ratio is three ESO epoxy units per one DICY molecule, and two internal epoxides give secondary alcohols, while one links to the nitrile group. |
doi_str_mv | 10.1002/pola.27010 |
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This study investigates the curing of epoxidized soybean oil (ESO) using dicyandiamide (DICY) and combinations of DICY with several accelerators as curing agents. The differential scanning calorimetry (DSC) results indicated that carbonyldiimidazole (CDI) is a highly efficient accelerator for the ESO‐DICY curing system. CDI accelerated ESO‐DICY curing system can gel within a short period of 13 min at 190 °C. The activation energies of the ESO‐DICY curing systems with and without CDI are 95 and 121 kJ mol−1, respectively. Similar acceleration effect was observed in the ESO‐diglycidyl ether of biphenyl A (DGEBA) blending formulations. When the molar part of the glycidyl epoxy groups of DGEBA was equal to the internal epoxy groups of ESO in the mixture, gelation of the DICY curing system accelerated by CDI was achieved in 3 min at 160 °C. Furthermore, the DSC results with FTIR analysis suggest that the stoichiometric curing molar ratio was 3 ESO epoxy units per 1 DICY molecule. Two epoxy units reacted with DICY to give secondary alcohols, while the other one linked to the nitrile group. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 375–382
Dicyandiamide (DICY) with carbonyldiimidazole as the accelerator can rapidly cure epoxidized soybean oil (ESO) within 13 min at 190 °C. The stoichiometric curing molar ratio is three ESO epoxy units per one DICY molecule, and two internal epoxides give secondary alcohols, while one links to the nitrile group.</description><identifier>ISSN: 0887-624X</identifier><identifier>EISSN: 1099-0518</identifier><identifier>DOI: 10.1002/pola.27010</identifier><identifier>CODEN: JPLCAT</identifier><language>eng</language><publisher>Hoboken, NJ: Blackwell Publishing Ltd</publisher><subject>Accelerators ; adhesives ; Applied sciences ; Chemical properties ; dicyandiamide ; differential scanning calorimetry ; epoxidized soybean oil ; Exact sciences and technology ; Polymer industry, paints, wood ; Properties and testing ; renewable ; resources ; Technology of polymers</subject><ispartof>Journal of polymer science. Part A, Polymer chemistry, 2014-02, Vol.52 (3), p.375-382</ispartof><rights>Copyright © 2013 Wiley Periodicals, Inc.</rights><rights>2015 INIST-CNRS</rights><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4380-b7ad83a09c672a35171560dbfe4c8f869c0b301e4b1361d212a4dd0ef6297443</citedby><cites>FETCH-LOGICAL-c4380-b7ad83a09c672a35171560dbfe4c8f869c0b301e4b1361d212a4dd0ef6297443</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%2Fpola.27010$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpola.27010$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=28239200$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhao, Chun Hua</creatorcontrib><creatorcontrib>Wan, Shun Jiang</creatorcontrib><creatorcontrib>Wang, Lu</creatorcontrib><creatorcontrib>Liu, Xiang Dong</creatorcontrib><creatorcontrib>Endo, Takeshi</creatorcontrib><title>Carbonyldiimidazole-accelerated efficient cure of epoxidized soybean oil with dicyandiamide</title><title>Journal of polymer science. Part A, Polymer chemistry</title><addtitle>J. Polym. Sci. Part A: Polym. Chem</addtitle><description>ABSTRACT
This study investigates the curing of epoxidized soybean oil (ESO) using dicyandiamide (DICY) and combinations of DICY with several accelerators as curing agents. The differential scanning calorimetry (DSC) results indicated that carbonyldiimidazole (CDI) is a highly efficient accelerator for the ESO‐DICY curing system. CDI accelerated ESO‐DICY curing system can gel within a short period of 13 min at 190 °C. The activation energies of the ESO‐DICY curing systems with and without CDI are 95 and 121 kJ mol−1, respectively. Similar acceleration effect was observed in the ESO‐diglycidyl ether of biphenyl A (DGEBA) blending formulations. When the molar part of the glycidyl epoxy groups of DGEBA was equal to the internal epoxy groups of ESO in the mixture, gelation of the DICY curing system accelerated by CDI was achieved in 3 min at 160 °C. Furthermore, the DSC results with FTIR analysis suggest that the stoichiometric curing molar ratio was 3 ESO epoxy units per 1 DICY molecule. Two epoxy units reacted with DICY to give secondary alcohols, while the other one linked to the nitrile group. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 375–382
Dicyandiamide (DICY) with carbonyldiimidazole as the accelerator can rapidly cure epoxidized soybean oil (ESO) within 13 min at 190 °C. The stoichiometric curing molar ratio is three ESO epoxy units per one DICY molecule, and two internal epoxides give secondary alcohols, while one links to the nitrile group.</description><subject>Accelerators</subject><subject>adhesives</subject><subject>Applied sciences</subject><subject>Chemical properties</subject><subject>dicyandiamide</subject><subject>differential scanning calorimetry</subject><subject>epoxidized soybean oil</subject><subject>Exact sciences and technology</subject><subject>Polymer industry, paints, wood</subject><subject>Properties and testing</subject><subject>renewable</subject><subject>resources</subject><subject>Technology of polymers</subject><issn>0887-624X</issn><issn>1099-0518</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNp9kE1v1DAQhiMEEkvhwi-IhJAQUsr4I45zrFZQQAvlUAkkDtbEHgsXb7zYWbXpryfLlh44cJrDPO-jmbeqnjM4ZQD8zS5FPOUdMHhQrRj0fQMt0w-rFWjdNYrLb4-rJ6VcASy7Vq-q72vMQxrn6ELYBoe3KVKD1lKkjBO5mrwPNtA41XafqU6-pl26CS7cLsuS5oFwrFOI9XWYftQu2BlHF3Bx0dPqkcdY6NndPKku3729XL9vNhfnH9Znm8ZKoaEZOnRaIPRWdRxFyzrWKnCDJ2m116q3MAhgJAcmFHOccZTOAXnF-05KcVK9Omp3Of3aU5nMNpTlgYgjpX0xTPZStC2TsKAv_kGv0j6Py3ELpXQnlFZ8oV4fKZtTKZm82eWwxTwbBuZQsznUbP7UvMAv75RYLEafcbSh3Ce45qLncODYkbsOkeb_GM2Xi83ZX3dzzIQy0c19BvNPozrRtebr53PT9krLj5-k0eI3X4CbgQ</recordid><startdate>20140201</startdate><enddate>20140201</enddate><creator>Zhao, Chun Hua</creator><creator>Wan, Shun Jiang</creator><creator>Wang, Lu</creator><creator>Liu, Xiang Dong</creator><creator>Endo, Takeshi</creator><general>Blackwell Publishing Ltd</general><general>Wiley</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20140201</creationdate><title>Carbonyldiimidazole-accelerated efficient cure of epoxidized soybean oil with dicyandiamide</title><author>Zhao, Chun Hua ; Wan, Shun Jiang ; Wang, Lu ; Liu, Xiang Dong ; Endo, Takeshi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4380-b7ad83a09c672a35171560dbfe4c8f869c0b301e4b1361d212a4dd0ef6297443</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Accelerators</topic><topic>adhesives</topic><topic>Applied sciences</topic><topic>Chemical properties</topic><topic>dicyandiamide</topic><topic>differential scanning calorimetry</topic><topic>epoxidized soybean oil</topic><topic>Exact sciences and technology</topic><topic>Polymer industry, paints, wood</topic><topic>Properties and testing</topic><topic>renewable</topic><topic>resources</topic><topic>Technology of polymers</topic><toplevel>online_resources</toplevel><creatorcontrib>Zhao, Chun Hua</creatorcontrib><creatorcontrib>Wan, Shun Jiang</creatorcontrib><creatorcontrib>Wang, Lu</creatorcontrib><creatorcontrib>Liu, Xiang Dong</creatorcontrib><creatorcontrib>Endo, Takeshi</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>Journal of polymer science. Part A, Polymer chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhao, Chun Hua</au><au>Wan, Shun Jiang</au><au>Wang, Lu</au><au>Liu, Xiang Dong</au><au>Endo, Takeshi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Carbonyldiimidazole-accelerated efficient cure of epoxidized soybean oil with dicyandiamide</atitle><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle><addtitle>J. Polym. Sci. Part A: Polym. Chem</addtitle><date>2014-02-01</date><risdate>2014</risdate><volume>52</volume><issue>3</issue><spage>375</spage><epage>382</epage><pages>375-382</pages><issn>0887-624X</issn><eissn>1099-0518</eissn><coden>JPLCAT</coden><abstract>ABSTRACT
This study investigates the curing of epoxidized soybean oil (ESO) using dicyandiamide (DICY) and combinations of DICY with several accelerators as curing agents. The differential scanning calorimetry (DSC) results indicated that carbonyldiimidazole (CDI) is a highly efficient accelerator for the ESO‐DICY curing system. CDI accelerated ESO‐DICY curing system can gel within a short period of 13 min at 190 °C. The activation energies of the ESO‐DICY curing systems with and without CDI are 95 and 121 kJ mol−1, respectively. Similar acceleration effect was observed in the ESO‐diglycidyl ether of biphenyl A (DGEBA) blending formulations. When the molar part of the glycidyl epoxy groups of DGEBA was equal to the internal epoxy groups of ESO in the mixture, gelation of the DICY curing system accelerated by CDI was achieved in 3 min at 160 °C. Furthermore, the DSC results with FTIR analysis suggest that the stoichiometric curing molar ratio was 3 ESO epoxy units per 1 DICY molecule. Two epoxy units reacted with DICY to give secondary alcohols, while the other one linked to the nitrile group. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 375–382
Dicyandiamide (DICY) with carbonyldiimidazole as the accelerator can rapidly cure epoxidized soybean oil (ESO) within 13 min at 190 °C. The stoichiometric curing molar ratio is three ESO epoxy units per one DICY molecule, and two internal epoxides give secondary alcohols, while one links to the nitrile group.</abstract><cop>Hoboken, NJ</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/pola.27010</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Accelerators adhesives Applied sciences Chemical properties dicyandiamide differential scanning calorimetry epoxidized soybean oil Exact sciences and technology Polymer industry, paints, wood Properties and testing renewable resources Technology of polymers |
title | Carbonyldiimidazole-accelerated efficient cure of epoxidized soybean oil with dicyandiamide |
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