Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatment
This study investigated the preparation and thermal behavior of the polyimide based on the nonaromatic bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydride and aromatic 4,4´-(1,4-phenylenediisopropylidene)bisaniline. A significantly greater mass loss was detected in the nitrogen atmosphere th...
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Elsevier
2025-06-01
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| Series: | Chemical Thermodynamics and Thermal Analysis |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2667312625000203 |
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| author | Petr Sysel Pavla Nekvapilová Jakub Havlín |
| author_facet | Petr Sysel Pavla Nekvapilová Jakub Havlín |
| author_sort | Petr Sysel |
| collection | DOAJ |
| description | This study investigated the preparation and thermal behavior of the polyimide based on the nonaromatic bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydride and aromatic 4,4´-(1,4-phenylenediisopropylidene)bisaniline. A significantly greater mass loss was detected in the nitrogen atmosphere than in the air atmosphere by using an isothermal thermogravimetric analysis of this product at 375 °C. This loss in nitrogen was reduced when approximately 1 wt% of the radical inhibitor 2,6-di‑tert-4-methylphenol was added to the polymer, whereas in the case of using an atmosphere containing oxygen, which is one from the most effective radical inhibitors, the presence of 2,6-di‑tert-4-methylphenol had practically no effect. This finding supports the application of a retro Diels–Alder reaction during the decomposition of the structure coming from bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydride including radical formation as intermediate products at temperatures above 350 °C, whereby the present oxygen inhibits this process very effectively. The products formed during thermal attack were analyzed via a combination of dynamic thermogravimetry with infrared spectroscopy. Some aspects of fully aromatic polyimides based on 4,4´-oxydiphthalic anhydride and 4,4´-(1,4-phenyleneisopropylidene)bisaniline were compared. |
| format | Article |
| id | doaj-art-a06c3a55e864493cbec3dbd1102adb24 |
| institution | DOAJ |
| issn | 2667-3126 |
| language | English |
| publishDate | 2025-06-01 |
| publisher | Elsevier |
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| series | Chemical Thermodynamics and Thermal Analysis |
| spelling | doaj-art-a06c3a55e864493cbec3dbd1102adb242025-08-20T03:10:39ZengElsevierChemical Thermodynamics and Thermal Analysis2667-31262025-06-011810018010.1016/j.ctta.2025.100180Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatmentPetr Sysel0Pavla Nekvapilová1Jakub Havlín2Department of Polymers, University of Chemistry and Technology, Technická 5, 166 28 Prague 6, Czech Republic; Corresponding author.Department of Polymers, University of Chemistry and Technology, Technická 5, 166 28 Prague 6, Czech RepublicLaboratory of Thermal-Gravimetric Analysis of the Central Laboratories of the University of Chemistry and Technology, Technická 5, 166 28 Prague 6, Czech RepublicThis study investigated the preparation and thermal behavior of the polyimide based on the nonaromatic bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydride and aromatic 4,4´-(1,4-phenylenediisopropylidene)bisaniline. A significantly greater mass loss was detected in the nitrogen atmosphere than in the air atmosphere by using an isothermal thermogravimetric analysis of this product at 375 °C. This loss in nitrogen was reduced when approximately 1 wt% of the radical inhibitor 2,6-di‑tert-4-methylphenol was added to the polymer, whereas in the case of using an atmosphere containing oxygen, which is one from the most effective radical inhibitors, the presence of 2,6-di‑tert-4-methylphenol had practically no effect. This finding supports the application of a retro Diels–Alder reaction during the decomposition of the structure coming from bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydride including radical formation as intermediate products at temperatures above 350 °C, whereby the present oxygen inhibits this process very effectively. The products formed during thermal attack were analyzed via a combination of dynamic thermogravimetry with infrared spectroscopy. Some aspects of fully aromatic polyimides based on 4,4´-oxydiphthalic anhydride and 4,4´-(1,4-phenyleneisopropylidene)bisaniline were compared.http://www.sciencedirect.com/science/article/pii/S2667312625000203Polyimide(s)Bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydridethermogravimetric analysisthermal and thermooxidative stability |
| spellingShingle | Petr Sysel Pavla Nekvapilová Jakub Havlín Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatment Chemical Thermodynamics and Thermal Analysis Polyimide(s) Bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydride thermogravimetric analysis thermal and thermooxidative stability |
| title | Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatment |
| title_full | Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatment |
| title_fullStr | Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatment |
| title_full_unstemmed | Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatment |
| title_short | Behavior of polyimides based on bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride under thermal treatment |
| title_sort | behavior of polyimides based on bicyclo 2 2 2 oct 7 ene 2 3 5 6 tetracarboxylic dianhydride under thermal treatment |
| topic | Polyimide(s) Bicyclo[2.2.2]oct‑7-ene-2,3,5,6-tetracarboxylic dianhydride thermogravimetric analysis thermal and thermooxidative stability |
| url | http://www.sciencedirect.com/science/article/pii/S2667312625000203 |
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