Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry

Sesamol and furfurylamine are used to synthesize a novel benzoxazine monomer as part of the quest to develop greener benzoxazine monomers simultaneously fulfilling two Principles of Green Chemistry, the use of renewable feedstocks and safer solvents and auxiliaries. Respecting principle 5, the so-ca...

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Publicado:	2018
Materias:	Benzoxazine chemistry Chemical design Green solvents Natural renewable resources Differential scanning calorimetry Fourier transform infrared spectroscopy Monomers Nuclear magnetic resonance spectroscopy Organic solvents Polymerization Thermodynamic stability Benzoxazine monomers Fourier transform infra red (FTIR) spectroscopy Heteronuclear single quantum correlations Polymerization behavior Purification process Renewable feedstocks Thermally stable polymers Weight reduction Thermogravimetric analysis
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_21680485_v6_n10_p13096_Salum http://hdl.handle.net/20.500.12110/paper_21680485_v6_n10_p13096_Salum
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_21680485_v6_n10_p13096_Salum
record_format	dspace
spelling	paper:paper_21680485_v6_n10_p13096_Salum2023-06-08T16:34:34Z Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry Benzoxazine chemistry Chemical design Green solvents Natural renewable resources Differential scanning calorimetry Fourier transform infrared spectroscopy Monomers Nuclear magnetic resonance spectroscopy Organic solvents Polymerization Thermodynamic stability Benzoxazine monomers Fourier transform infra red (FTIR) spectroscopy Heteronuclear single quantum correlations Polymerization behavior Purification process Renewable feedstocks Thermally stable polymers Weight reduction Thermogravimetric analysis Sesamol and furfurylamine are used to synthesize a novel benzoxazine monomer as part of the quest to develop greener benzoxazine monomers simultaneously fulfilling two Principles of Green Chemistry, the use of renewable feedstocks and safer solvents and auxiliaries. Respecting principle 5, the so-called preferred solvents (ethanol and ethyl acetate) are used in both the syntheses and purification processes. The chemical structure of the synthesized monomer is verified by proton and carbon nuclear magnetic resonance spectroscopy (1H and 13C NMR), 2D 1H-13C heteronuclear single quantum correlation (HSQC) spectroscopy, and Fourier transform infrared spectroscopy (FT-IR). The polymerization behavior of the monomer and the thermal stability of fully polymerized polybenzoxazine are studied by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). A thermally stable polymer has been obtained as shown by the 5% and 10% weight reduction temperature (Td5 and Td10) values of 374 and 419 °C, respectively, and a char yield of 64%, making this thermoset a promising candidate for fire-resistant applications. Copyright © 2018 American Chemical Society. 2018 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_21680485_v6_n10_p13096_Salum http://hdl.handle.net/20.500.12110/paper_21680485_v6_n10_p13096_Salum
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Benzoxazine chemistry Chemical design Green solvents Natural renewable resources Differential scanning calorimetry Fourier transform infrared spectroscopy Monomers Nuclear magnetic resonance spectroscopy Organic solvents Polymerization Thermodynamic stability Benzoxazine monomers Fourier transform infra red (FTIR) spectroscopy Heteronuclear single quantum correlations Polymerization behavior Purification process Renewable feedstocks Thermally stable polymers Weight reduction Thermogravimetric analysis
spellingShingle	Benzoxazine chemistry Chemical design Green solvents Natural renewable resources Differential scanning calorimetry Fourier transform infrared spectroscopy Monomers Nuclear magnetic resonance spectroscopy Organic solvents Polymerization Thermodynamic stability Benzoxazine monomers Fourier transform infra red (FTIR) spectroscopy Heteronuclear single quantum correlations Polymerization behavior Purification process Renewable feedstocks Thermally stable polymers Weight reduction Thermogravimetric analysis Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry
topic_facet	Benzoxazine chemistry Chemical design Green solvents Natural renewable resources Differential scanning calorimetry Fourier transform infrared spectroscopy Monomers Nuclear magnetic resonance spectroscopy Organic solvents Polymerization Thermodynamic stability Benzoxazine monomers Fourier transform infra red (FTIR) spectroscopy Heteronuclear single quantum correlations Polymerization behavior Purification process Renewable feedstocks Thermally stable polymers Weight reduction Thermogravimetric analysis
description	Sesamol and furfurylamine are used to synthesize a novel benzoxazine monomer as part of the quest to develop greener benzoxazine monomers simultaneously fulfilling two Principles of Green Chemistry, the use of renewable feedstocks and safer solvents and auxiliaries. Respecting principle 5, the so-called preferred solvents (ethanol and ethyl acetate) are used in both the syntheses and purification processes. The chemical structure of the synthesized monomer is verified by proton and carbon nuclear magnetic resonance spectroscopy (1H and 13C NMR), 2D 1H-13C heteronuclear single quantum correlation (HSQC) spectroscopy, and Fourier transform infrared spectroscopy (FT-IR). The polymerization behavior of the monomer and the thermal stability of fully polymerized polybenzoxazine are studied by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). A thermally stable polymer has been obtained as shown by the 5% and 10% weight reduction temperature (Td5 and Td10) values of 374 and 419 °C, respectively, and a char yield of 64%, making this thermoset a promising candidate for fire-resistant applications. Copyright © 2018 American Chemical Society.
title	Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry
title_short	Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry
title_full	Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry
title_fullStr	Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry
title_full_unstemmed	Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry
title_sort	making benzoxazines greener: design, synthesis, and polymerization of a biobased benzoxazine fulfilling two principles of green chemistry
publishDate	2018
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_21680485_v6_n10_p13096_Salum http://hdl.handle.net/20.500.12110/paper_21680485_v6_n10_p13096_Salum
_version_	1768546182280249344

Making Benzoxazines Greener: Design, Synthesis, and Polymerization of a Biobased Benzoxazine Fulfilling Two Principles of Green Chemistry

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