Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals

A phenol/aniline type monofunctional benzoxazine monomer, PH-a, is synthesized and highly purified to study the intrinsic thermal ring-opening polymerization of benzoxazines without the influence of any impurity. The successful synthesis of the monomer and its corresponding chemical structure are co...

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Publicado: 2017
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0887624X_v55_n20_p3434_Han
http://hdl.handle.net/20.500.12110/paper_0887624X_v55_n20_p3434_Han
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spelling paper:paper_0887624X_v55_n20_p3434_Han2023-06-08T15:46:55Z Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals benzoxazines mechanisms polybenzoxazines structure–activity relationships thermal polymerizations Crystal impurities Differential scanning calorimetry Fourier transform infrared spectroscopy Impurities Mechanisms Monomers Nuclear magnetic resonance Nuclear magnetic resonance spectroscopy Polymerization Purification Benzoxazine monomers benzoxazines Monofunctional polybenzoxazines Thermal behaviors Thermal polymerizations Thermal ring-opening polymerizations Thermally induced Ring opening polymerization A phenol/aniline type monofunctional benzoxazine monomer, PH-a, is synthesized and highly purified to study the intrinsic thermal ring-opening polymerization of benzoxazines without the influence of any impurity. The successful synthesis of the monomer and its corresponding chemical structure are confirmed by Fourier transform infrared spectroscopy (FTIR) and 1H nuclear magnetic resonance (1H NMR) spectroscopy. Purity of the compound is evaluated through differential scanning calorimetry (DSC) as well as elemental analysis (EA). Moreover, the thermal behavior of benzoxazine monomer toward polymerization is also studied by DSC, indicating that the highly purified benzoxazine monomer actually polymerize upon heating. The results present evidence of an intrinsic tendency for 1,3-benzoxazines to undergo thermally induced ring-opening polymerization upon heating only without any impurity participating during the reaction. This reveals that polybenzoxazines can be obtained by both the traditional thermally accelerated (or activated) polymerization, where impurities or purposefully added initiators are involved in the reaction; or, by the classic thermal polymerization, where only heat is enough to initiate the reaction. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 3434–3445. © 2017 Wiley Periodicals, Inc. 2017 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0887624X_v55_n20_p3434_Han http://hdl.handle.net/20.500.12110/paper_0887624X_v55_n20_p3434_Han
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic benzoxazines
mechanisms
polybenzoxazines
structure–activity relationships
thermal polymerizations
Crystal impurities
Differential scanning calorimetry
Fourier transform infrared spectroscopy
Impurities
Mechanisms
Monomers
Nuclear magnetic resonance
Nuclear magnetic resonance spectroscopy
Polymerization
Purification
Benzoxazine monomers
benzoxazines
Monofunctional
polybenzoxazines
Thermal behaviors
Thermal polymerizations
Thermal ring-opening polymerizations
Thermally induced
Ring opening polymerization
spellingShingle benzoxazines
mechanisms
polybenzoxazines
structure–activity relationships
thermal polymerizations
Crystal impurities
Differential scanning calorimetry
Fourier transform infrared spectroscopy
Impurities
Mechanisms
Monomers
Nuclear magnetic resonance
Nuclear magnetic resonance spectroscopy
Polymerization
Purification
Benzoxazine monomers
benzoxazines
Monofunctional
polybenzoxazines
Thermal behaviors
Thermal polymerizations
Thermal ring-opening polymerizations
Thermally induced
Ring opening polymerization
Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals
topic_facet benzoxazines
mechanisms
polybenzoxazines
structure–activity relationships
thermal polymerizations
Crystal impurities
Differential scanning calorimetry
Fourier transform infrared spectroscopy
Impurities
Mechanisms
Monomers
Nuclear magnetic resonance
Nuclear magnetic resonance spectroscopy
Polymerization
Purification
Benzoxazine monomers
benzoxazines
Monofunctional
polybenzoxazines
Thermal behaviors
Thermal polymerizations
Thermal ring-opening polymerizations
Thermally induced
Ring opening polymerization
description A phenol/aniline type monofunctional benzoxazine monomer, PH-a, is synthesized and highly purified to study the intrinsic thermal ring-opening polymerization of benzoxazines without the influence of any impurity. The successful synthesis of the monomer and its corresponding chemical structure are confirmed by Fourier transform infrared spectroscopy (FTIR) and 1H nuclear magnetic resonance (1H NMR) spectroscopy. Purity of the compound is evaluated through differential scanning calorimetry (DSC) as well as elemental analysis (EA). Moreover, the thermal behavior of benzoxazine monomer toward polymerization is also studied by DSC, indicating that the highly purified benzoxazine monomer actually polymerize upon heating. The results present evidence of an intrinsic tendency for 1,3-benzoxazines to undergo thermally induced ring-opening polymerization upon heating only without any impurity participating during the reaction. This reveals that polybenzoxazines can be obtained by both the traditional thermally accelerated (or activated) polymerization, where impurities or purposefully added initiators are involved in the reaction; or, by the classic thermal polymerization, where only heat is enough to initiate the reaction. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 3434–3445. © 2017 Wiley Periodicals, Inc.
title Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals
title_short Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals
title_full Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals
title_fullStr Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals
title_full_unstemmed Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals
title_sort intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals
publishDate 2017
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0887624X_v55_n20_p3434_Han
http://hdl.handle.net/20.500.12110/paper_0887624X_v55_n20_p3434_Han
_version_ 1768542893488734208