Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy Resin
A rapid and efficient method to obtain self-healing epoxy resins is discussed. This method is based on the use of a thiol-disulfide oligomer obtained by partial oxidation of a multifunctional thiol using a hypervalent iodine (III) compound as oxidant. The oligomer was characterized by Fourier transf...
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| Format: | Article |
| Language: | English |
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Wiley
2016-01-01
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| Series: | Advances in Materials Science and Engineering |
| Online Access: | http://dx.doi.org/10.1155/2016/8245972 |
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| author | Ricardo Acosta Ortiz Omar Acosta Berlanga Aída Esmeralda García Valdez Rafael Aguirre Flores José Guadalupe Télles Padilla María Guadalupe Méndez Padilla |
| author_facet | Ricardo Acosta Ortiz Omar Acosta Berlanga Aída Esmeralda García Valdez Rafael Aguirre Flores José Guadalupe Télles Padilla María Guadalupe Méndez Padilla |
| author_sort | Ricardo Acosta Ortiz |
| collection | DOAJ |
| description | A rapid and efficient method to obtain self-healing epoxy resins is discussed. This method is based on the use of a thiol-disulfide oligomer obtained by partial oxidation of a multifunctional thiol using a hypervalent iodine (III) compound as oxidant. The oligomer was characterized by Fourier transform infrared spectroscopy (FTIR), Raman and nuclear magnetic resonance spectroscopies, and gel permeation chromatography (GPC). The oligomer was a joint component of the thiol-ene system along with a tetra-allyl-functionalized curing agent. The kinetics of the photopolymerization of diglycidylether of bisphenol A (DGEBA) revealed that conversions of the epoxy groups as high as 80% were achieved in only 15 minutes by increasing the concentration of the thiol-ene system in the formulation. The disulfide bonds introduced in the copolymer using the thiol-disulfide oligomer allowed the repairing of the test specimens in as little as 10 minutes when the specimens were heated at 80°C or for 500 minutes at room temperature. The analysis of the mechanical properties using dynamic mechanical analysis (DMA) showed that the specimens displayed a healing efficiency up to 111% compared with the unhealed specimens, depending on the amount of polythioethers present in the copolymer. |
| format | Article |
| id | doaj-art-475b1f1284a44772af40eb49b2b93b2c |
| institution | Kabale University |
| issn | 1687-8434 1687-8442 |
| language | English |
| publishDate | 2016-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Advances in Materials Science and Engineering |
| spelling | doaj-art-475b1f1284a44772af40eb49b2b93b2c2025-02-03T05:58:32ZengWileyAdvances in Materials Science and Engineering1687-84341687-84422016-01-01201610.1155/2016/82459728245972Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy ResinRicardo Acosta Ortiz0Omar Acosta Berlanga1Aída Esmeralda García Valdez2Rafael Aguirre Flores3José Guadalupe Télles Padilla4María Guadalupe Méndez Padilla5Centro de Investigación en Química Aplicada, Blvd. Enrique Reyna No. 140, 25294 Saltillo, COAH, MexicoCentro de Investigación en Química Aplicada, Blvd. Enrique Reyna No. 140, 25294 Saltillo, COAH, MexicoCentro de Investigación en Química Aplicada, Blvd. Enrique Reyna No. 140, 25294 Saltillo, COAH, MexicoCentro de Investigación en Química Aplicada, Blvd. Enrique Reyna No. 140, 25294 Saltillo, COAH, MexicoCentro de Investigación en Química Aplicada, Blvd. Enrique Reyna No. 140, 25294 Saltillo, COAH, MexicoCentro de Investigación en Química Aplicada, Blvd. Enrique Reyna No. 140, 25294 Saltillo, COAH, MexicoA rapid and efficient method to obtain self-healing epoxy resins is discussed. This method is based on the use of a thiol-disulfide oligomer obtained by partial oxidation of a multifunctional thiol using a hypervalent iodine (III) compound as oxidant. The oligomer was characterized by Fourier transform infrared spectroscopy (FTIR), Raman and nuclear magnetic resonance spectroscopies, and gel permeation chromatography (GPC). The oligomer was a joint component of the thiol-ene system along with a tetra-allyl-functionalized curing agent. The kinetics of the photopolymerization of diglycidylether of bisphenol A (DGEBA) revealed that conversions of the epoxy groups as high as 80% were achieved in only 15 minutes by increasing the concentration of the thiol-ene system in the formulation. The disulfide bonds introduced in the copolymer using the thiol-disulfide oligomer allowed the repairing of the test specimens in as little as 10 minutes when the specimens were heated at 80°C or for 500 minutes at room temperature. The analysis of the mechanical properties using dynamic mechanical analysis (DMA) showed that the specimens displayed a healing efficiency up to 111% compared with the unhealed specimens, depending on the amount of polythioethers present in the copolymer.http://dx.doi.org/10.1155/2016/8245972 |
| spellingShingle | Ricardo Acosta Ortiz Omar Acosta Berlanga Aída Esmeralda García Valdez Rafael Aguirre Flores José Guadalupe Télles Padilla María Guadalupe Méndez Padilla Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy Resin Advances in Materials Science and Engineering |
| title | Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy Resin |
| title_full | Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy Resin |
| title_fullStr | Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy Resin |
| title_full_unstemmed | Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy Resin |
| title_short | Self-Healing Photocurable Epoxy/thiol-ene Systems Using an Aromatic Epoxy Resin |
| title_sort | self healing photocurable epoxy thiol ene systems using an aromatic epoxy resin |
| url | http://dx.doi.org/10.1155/2016/8245972 |
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