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
Hauptverfasser: Zhao, Chun Hua, Wan, Shun Jiang, Wang, Lu, Liu, Xiang Dong, Endo, Takeshi
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container_end_page 382
container_issue 3
container_start_page 375
container_title Journal of polymer science. Part A, Polymer chemistry
container_volume 52
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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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. 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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. 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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. 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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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