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Polymers 2017, 9(4), 146; doi:10.3390/polym9040146

Coumarin- and Carboxyl-Functionalized Supramolecular Polybenzoxazines Form Miscible Blends with Polyvinylpyrrolidone

1
Department of Materials and Optoelectronic Science, National Sun Yat-Sen University, Kaohsiung 80424, Taiwan
2
Key Laboratory of Graphene Technologies and Applications of Zhejiang Province, Ningbo Institute of Material Technology and Engineering, Chinese Academy of Science, Zhongguan West Road 1219, Ningbo 315201, China
*
Author to whom correspondence should be addressed.
Academic Editors: Ton Peijs and Lloyd M. Robeson
Received: 21 February 2017 / Revised: 17 April 2017 / Accepted: 19 April 2017 / Published: 21 April 2017
(This article belongs to the Special Issue Polymer Blends 2017)
View Full-Text   |   Download PDF [3757 KB, uploaded 21 April 2017]   |  

Abstract

In this study, we synthesized a novel multifunctional benzoxazine monomer (Coumarin-COOH BZ), possessing both coumarin and COOH groups, through the reaction of 4-methyl-7-hydroxycoumarin, 4-aminobenzoic acid, and paraformaldehyde in 1,4-dioxane, with the structure confirmed using 1H and 13C nuclear magnetic resonance and Fourier transform infrared (FTIR) spectroscopy. Differential scanning calorimetry (DSC), FTIR spectroscopy, and thermogravimetric analysis were then employed to monitor the thermal curing behavior of Coumarin-COOH BZ and its blends with poly(N-vinyl-2-pyrrolidone) (PVP), both before and after photodimerization of the coumarin moieties. DSC revealed a single glass transition temperature for each Coumarin-COOH BZ/PVP blend composition; a large positive deviation based on the Kwei equation suggested that strong hydrogen bonding existed between the Coumarin-COOH BZ and PVP segments, confirmed through FTIR spectroscopic analyses. The thermal properties improved (i.e., increased glass transition and thermal degradation temperatures) as a result of the increased crosslinking density after photodimerization under UV exposure. View Full-Text
Keywords: polymer blend; hydrogen bonding; thermal curing; polybenzoxazine; photo-responsive polymer blend; hydrogen bonding; thermal curing; polybenzoxazine; photo-responsive
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Lin, R.-C.; Mohamed, M.G.; Chen, T.; Kuo, S.-W. Coumarin- and Carboxyl-Functionalized Supramolecular Polybenzoxazines Form Miscible Blends with Polyvinylpyrrolidone. Polymers 2017, 9, 146.

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