Bio-based phthalonitrile resin derived from quercetin as a sustainable molecular scaffold: Synthesis, curing reaction and comparison with petroleum-based counterparts
{"title":"Bio-based phthalonitrile resin derived from quercetin as a sustainable molecular scaffold: Synthesis, curing reaction and comparison with petroleum-based counterparts","authors":"Abdelwahed Berrouane, Mehdi Derradji, Karim Khiari, Oussama Mehelli, Slimane Abdous, Abdelmalek Habes, Wenbin Liu, Azzedine Khadraoui","doi":"10.1177/09540083241279281","DOIUrl":null,"url":null,"abstract":"Quercetin (Q), one of the most abundant molecules in nature, remains relatively unexplored in the realm of bio-based thermosets. In line with the pursuit of sustainability, we report the successful synthesis of a novel bio-based phthalonitrile (PN) monomer (Q-Ph) using Q. The synthesis involved a nitro displacement reaction with 4-nitrophthalonitrile (4-NPN). Confirmation of the monomer’s structure utilized hydrogen and carbon nuclear magnetic resonances (<jats:sup>1</jats:sup>H and <jats:sup>13</jats:sup>C NMR), Fourier transform infrared spectra (FTIR), and elemental analysis. Curing characteristics were examined by differential scanning calorimetry (DSC), and polymerization was analyzed using FTIR. The resulting monomers showed a wide processing window and low melt viscosity via rheological analysis. Thermal and thermomechanical properties were assessed using dynamic mechanical analyzer (DMA) and thermogravimetric analysis (TGA), revealing lower curing and polymerization temperatures compared to petroleum-based counterparts. The synthesized resin achieved a high T<jats:sub>g</jats:sub> exceeding 400°C, a char yield of 79% at 1000°C, and T<jats:sub>5%</jats:sub> and T<jats:sub>10%</jats:sub> values of 564 and 660°C, respectively. The Q-Ph polymer demonstrated superior performance, with evidence of an autocatalytic curing mechanism. These results highlight quercetin as a promising petrochemical replacement for the preparation of self-curable PN thermosets, especially for high-performance applications.","PeriodicalId":12932,"journal":{"name":"High Performance Polymers","volume":"73 1","pages":""},"PeriodicalIF":1.8000,"publicationDate":"2024-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"High Performance Polymers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1177/09540083241279281","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
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Abstract
Quercetin (Q), one of the most abundant molecules in nature, remains relatively unexplored in the realm of bio-based thermosets. In line with the pursuit of sustainability, we report the successful synthesis of a novel bio-based phthalonitrile (PN) monomer (Q-Ph) using Q. The synthesis involved a nitro displacement reaction with 4-nitrophthalonitrile (4-NPN). Confirmation of the monomer’s structure utilized hydrogen and carbon nuclear magnetic resonances (1H and 13C NMR), Fourier transform infrared spectra (FTIR), and elemental analysis. Curing characteristics were examined by differential scanning calorimetry (DSC), and polymerization was analyzed using FTIR. The resulting monomers showed a wide processing window and low melt viscosity via rheological analysis. Thermal and thermomechanical properties were assessed using dynamic mechanical analyzer (DMA) and thermogravimetric analysis (TGA), revealing lower curing and polymerization temperatures compared to petroleum-based counterparts. The synthesized resin achieved a high Tg exceeding 400°C, a char yield of 79% at 1000°C, and T5% and T10% values of 564 and 660°C, respectively. The Q-Ph polymer demonstrated superior performance, with evidence of an autocatalytic curing mechanism. These results highlight quercetin as a promising petrochemical replacement for the preparation of self-curable PN thermosets, especially for high-performance applications.
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Health Services Management Research (HSMR) is an authoritative international peer-reviewed journal which publishes theoretically and empirically rigorous research on questions of enduring interest to health-care organizations and systems throughout the world. Examining the real issues confronting health services management, it provides an independent view and cutting edge evidence-based research to guide policy-making and management decision-making. HSMR aims to be a forum serving an international community of academics and researchers on the one hand and healthcare managers, executives, policymakers and clinicians and all health professionals on the other. HSMR wants to make a substantial contribution to both research and managerial practice, with particular emphasis placed on publishing studies which offer actionable findings and on promoting knowledge mobilisation toward theoretical advances. All papers are expected to be of interest and relevance to an international audience. HSMR aims at enhance communication between academics and practitioners concerned with developing, implementing, and analysing health management issues, reforms and innovations primarily in European health systems and in all countries with developed health systems. Papers can report research undertaken in a single country, but they need to locate and explain their findings in an international context, and in international literature.
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