Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study

Caffeic acid (CAF) i is a polyphenolic compound commonly found in plants, valued for its ability to act as an antioxidant. This study focused on investigating the impact of a natural antioxidant, specifically caffeic acid (CAF), compared to two synthetic antioxidants, butylated hydroxyanisole (BHA)...

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Autores:
Hernández Fernández, Joaquín Alejandro
Ortiz Paternina, Katherine Liset
López Martínez, Juan
Tipo de recurso:
Fecha de publicación:
2024
Institución:
Universidad Tecnológica de Bolívar
Repositorio:
Repositorio Institucional UTB
Idioma:
eng
OAI Identifier:
oai:repositorio.utb.edu.co:20.500.12585/12769
Acceso en línea:
https://hdl.handle.net/20.500.12585/12769
Palabra clave:
Caffeic acid
Antioxidant
Stability
Activation energy
MFI
Bond dissociation energy
LEMB
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openAccess
License
http://creativecommons.org/publicdomain/zero/1.0/
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dc.title.es_CO.fl_str_mv Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
title Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
spellingShingle Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
Caffeic acid
Antioxidant
Stability
Activation energy
MFI
Bond dissociation energy
LEMB
title_short Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
title_full Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
title_fullStr Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
title_full_unstemmed Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
title_sort Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study
dc.creator.fl_str_mv Hernández Fernández, Joaquín Alejandro
Ortiz Paternina, Katherine Liset
López Martínez, Juan
dc.contributor.author.none.fl_str_mv Hernández Fernández, Joaquín Alejandro
Ortiz Paternina, Katherine Liset
López Martínez, Juan
dc.subject.keywords.es_CO.fl_str_mv Caffeic acid
Antioxidant
Stability
Activation energy
MFI
Bond dissociation energy
topic Caffeic acid
Antioxidant
Stability
Activation energy
MFI
Bond dissociation energy
LEMB
dc.subject.armarc.none.fl_str_mv LEMB
description Caffeic acid (CAF) i is a polyphenolic compound commonly found in plants, valued for its ability to act as an antioxidant. This study focused on investigating the impact of a natural antioxidant, specifically caffeic acid (CAF), compared to two synthetic antioxidants, butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT), on the thermal stability of propylene/ethylene copolymer (C-PP/PE), Aiming to establish a theoretical framework for the advancement of novel polymeric antioxidant compounds. Theoretical calculations were conducted to determine each compound's thermodynamic properties and antioxidant activity. The phenolic hydroxyl bond dissociation enthalpy (BDE) values revealed that BHA had the lowest value (325.6 kJ mol−1), trailed by CAF (328.2 kJ mol−1) and BHT (341.3 kJ mol−1), indicating a higher electron-donating capacity of BHA. Transition energy (TS) calculations indicated that BHA had the lowest TS energy (49.29 kJ mol−1), succeeded by CAF (57.61 kJ mol−1) and then BHT (75.57 kJ mol−1), suggesting greater efficiency in radical scavenging. Additionally, the obtained rate constants showed that CAF had the highest hydrogen abstraction rate (k = 1.05 × 10⁵ M⁻1 s⁻1), followed by BHA (k = 1.17 × 10⁴ M⁻1 s⁻1), and then BHT (k = 4.2 × 10³ M⁻1 s⁻1). These results support the effectiveness of CAF as a potentially more active antioxidant. In the experimental part of this study, it was observed that C-PP/PE with BHA showed a lower melt flow index (MFI) (8.51), indicating more excellent thermal stability. On the other hand, samples containing natural caffeic acid extracts exhibited a gradual decrease in MFI with increasing CAF concentration (MFI of 9.4, 8.82, 7.59, 6.44, and 5.98 for concentrations of 0.025, 0.05, 0.075, 0.1, and 0.125 ppm, respectively), suggesting a progressive improvement in the thermal stability of C-PP/PE with increasing natural antioxidant. In TGA analyses, decomposition was observed around 340 °C in samples without additives and those containing 0.1 ppm of BHA. In contrast, samples with different concentrations of CAF showed delayed degradation, observed in the temperature range of 380–400 °C. This delay in degradation indicates that CAF imparts more excellent thermal stability to C-PP/PE copolymer, as it reaches temperatures above 400 °C before starting its decomposition. These findings support the feasibility of using natural antioxidants such as CAF to improve the thermal properties of copolymers.
publishDate 2024
dc.date.accessioned.none.fl_str_mv 2024-11-15T21:19:34Z
dc.date.available.none.fl_str_mv 2024-11-15T21:19:34Z
dc.date.issued.none.fl_str_mv 2024-08-12
dc.date.submitted.none.fl_str_mv 2024-11-15
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dc.identifier.citation.es_CO.fl_str_mv Hernández Fernández, J. A., Ortiz Paternina, K. L., & López Martínez, J. (2024). Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study. Current Research in Green and Sustainable Chemistry, 9. https://doi.org/10.1016/j.crgsc.2024.100422
dc.identifier.uri.none.fl_str_mv https://hdl.handle.net/20.500.12585/12769
dc.identifier.doi.none.fl_str_mv 10.1016/j.crgsc.2024.100422
dc.identifier.instname.es_CO.fl_str_mv Universidad Tecnológica de Bolívar
dc.identifier.reponame.es_CO.fl_str_mv Repositorio Universidad Tecnológica de Bolívar
identifier_str_mv Hernández Fernández, J. A., Ortiz Paternina, K. L., & López Martínez, J. (2024). Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study. Current Research in Green and Sustainable Chemistry, 9. https://doi.org/10.1016/j.crgsc.2024.100422
10.1016/j.crgsc.2024.100422
Universidad Tecnológica de Bolívar
Repositorio Universidad Tecnológica de Bolívar
url https://hdl.handle.net/20.500.12585/12769
dc.language.iso.es_CO.fl_str_mv eng
language eng
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dc.publisher.place.es_CO.fl_str_mv Cartagena de Indias
dc.publisher.faculty.es_CO.fl_str_mv Ingeniería
dc.source.es_CO.fl_str_mv Current Research in Green and Sustainable Chemistry
institution Universidad Tecnológica de Bolívar
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spelling Hernández Fernández, Joaquín Alejandro5c97a10b-cbe8-4ee8-ae3d-5d53f31efd44Ortiz Paternina, Katherine Liset12ecf621-61be-4cb2-9d63-0971353690cbLópez Martínez, Juan86010480-29e9-41bf-b515-e310a88cfa992024-11-15T21:19:34Z2024-11-15T21:19:34Z2024-08-122024-11-15Hernández Fernández, J. A., Ortiz Paternina, K. L., & López Martínez, J. (2024). Potential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental study. Current Research in Green and Sustainable Chemistry, 9. https://doi.org/10.1016/j.crgsc.2024.100422https://hdl.handle.net/20.500.12585/1276910.1016/j.crgsc.2024.100422Universidad Tecnológica de BolívarRepositorio Universidad Tecnológica de BolívarCaffeic acid (CAF) i is a polyphenolic compound commonly found in plants, valued for its ability to act as an antioxidant. This study focused on investigating the impact of a natural antioxidant, specifically caffeic acid (CAF), compared to two synthetic antioxidants, butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT), on the thermal stability of propylene/ethylene copolymer (C-PP/PE), Aiming to establish a theoretical framework for the advancement of novel polymeric antioxidant compounds. Theoretical calculations were conducted to determine each compound's thermodynamic properties and antioxidant activity. The phenolic hydroxyl bond dissociation enthalpy (BDE) values revealed that BHA had the lowest value (325.6 kJ mol−1), trailed by CAF (328.2 kJ mol−1) and BHT (341.3 kJ mol−1), indicating a higher electron-donating capacity of BHA. Transition energy (TS) calculations indicated that BHA had the lowest TS energy (49.29 kJ mol−1), succeeded by CAF (57.61 kJ mol−1) and then BHT (75.57 kJ mol−1), suggesting greater efficiency in radical scavenging. Additionally, the obtained rate constants showed that CAF had the highest hydrogen abstraction rate (k = 1.05 × 10⁵ M⁻1 s⁻1), followed by BHA (k = 1.17 × 10⁴ M⁻1 s⁻1), and then BHT (k = 4.2 × 10³ M⁻1 s⁻1). These results support the effectiveness of CAF as a potentially more active antioxidant. In the experimental part of this study, it was observed that C-PP/PE with BHA showed a lower melt flow index (MFI) (8.51), indicating more excellent thermal stability. On the other hand, samples containing natural caffeic acid extracts exhibited a gradual decrease in MFI with increasing CAF concentration (MFI of 9.4, 8.82, 7.59, 6.44, and 5.98 for concentrations of 0.025, 0.05, 0.075, 0.1, and 0.125 ppm, respectively), suggesting a progressive improvement in the thermal stability of C-PP/PE with increasing natural antioxidant. In TGA analyses, decomposition was observed around 340 °C in samples without additives and those containing 0.1 ppm of BHA. In contrast, samples with different concentrations of CAF showed delayed degradation, observed in the temperature range of 380–400 °C. This delay in degradation indicates that CAF imparts more excellent thermal stability to C-PP/PE copolymer, as it reaches temperatures above 400 °C before starting its decomposition. These findings support the feasibility of using natural antioxidants such as CAF to improve the thermal properties of copolymers.Universidad Tecnológica de Bolivar, Universidad de Cartagena, Universidad de la Costa15 páginasapplication/pdfenghttp://creativecommons.org/publicdomain/zero/1.0/info:eu-repo/semantics/openAccessCC0 1.0 Universalhttp://purl.org/coar/access_right/c_abf2Current Research in Green and Sustainable ChemistryPotential of caffeic acid as an effective natural antioxidant for polypropylene-polyethylene copolymers: A DFT and experimental studyinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/version/c_970fb48d4fbd8a85http://purl.org/coar/resource_type/c_2df8fbb1Caffeic acidAntioxidantStabilityActivation energyMFIBond dissociation energyLEMBCartagena de IndiasIngenieríaF. Shahidi, P.K. Janitha, P.D. Wanasundara, Phenolic antioxidants, Crit. Rev. Food Sci. 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